PERFUMING COMPOSITIONS

CROSS REFERENCE TO RELATED APPLICATIONS

[001] This application claims priority to United States Provisional Patent Application Serial No. 62/357,317, filed June 30, 2016, and European Patent Application Serial No. 16203542.2, filed December 12, 2016, the entire contents of which are hereby incorporated by reference in their entirety.

FIELD OF THE INVENTION

[002] The present invention relates to the field of perfumery. In particular, fragrance compositions having an olfactive profile that changes with time, wherein the fragrance compositions comprise at least two contrasting perfume accords that provide an olfactory modulating effect, wherein the perfume formulation delivers a desirable scent with increased perceived intensity and improved longevity of perception.

BACKGROUND

[003] Consumers are looking for different sensory experiences, and the perfume industry is constantly seeking for solutions to answer that demand and in particular for ways to prolong the perfume experience over time. The industry is also keen on finding solutions to phenomenon referred to as perfume habituation and perfume adaptation resulting in a decrease of perceived intensity over time.

SUMMARY [004] One aspect presented herein provides a perfume composition comprising at least two perfuming accords, wherein a first perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a first olfactive note, wherein a second perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a second olfactive note, wherein the first and second olfactive notes are contrasting notes, wherein the first perfume accord is present in the perfume composition in an amount sufficient for the first olfactive note to be perceived by a subject at a first time,

wherein the second perfume accord is present in the perfume composition in an amount sufficient for the second olfactive note to be perceived by a subject at a second time, and

wherein the perception of the first olfactive note and the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time. [005] In one aspect, the second time is after the first time.

[006] In one aspect, the first perfume accord comprises perfuming compounds having a volatility ranging from 70,000 to 100 μg/l in air.

[007] In one aspect, the second perfume accord comprises perfuming compounds having a volatility ranging from 99 to 50 μg/l in air. [008] In one aspect, the sufficient amount of the first perfume accord is from 30% to 70% by weight of the perfume composition.

[009] In one aspect, the sufficient amount of the second perfume accord is from 30% to 70% by weight of the perfume composition.

[010] In one aspect, the first perfume accord and the second perfume accord are present in the perfume composition in a weight ratio ranging from 3: 1 to 1:3.

[011] In one aspect, the first perfume accord and the second perfume accord are present in the perfume composition at a weight ratio of 1: 1.

[012] In one aspect, the perception of the second olfactive note after the first olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time. [013] In one aspect, the perfume composition further comprises a third perfume accord comprising perfuming compounds dominated by a third olfactive note, wherein the third perfume accord is present in the perfume composition in an amount sufficient for the third olfactive note to be perceived by a subject at a third time.

[014] In one aspect, the sufficient amount of the third perfume accord is from 30% to 70% by weight of the perfume composition.

[015] In one aspect, the first perfume accord the second perfume accord, and the third perfume accord are present in the perfume composition at a weight ratio of 1: 1: 1.

[016] In one aspect, the third olfactive note and the second olfactive note are contrasting notes.

[017] In one aspect, the third olfactive note and the first olfactive note are contrasting notes.

[018] In one aspect, the third time is after the second time.

[019] In one aspect, the third perfume accord comprises perfuming compounds having a volatility ranging from 49 to 0.1 μg/l in air.

[020] In one aspect, the first time is less than one hour after exposure of the subject to the perfuming composition.

[021] In one aspect, the second time is from one to six hours after exposure of the subject to the perfuming composition.

[022] In one aspect, the second time is from one to four hours after exposure of the subject to the perfuming composition.

[023] In one aspect, the third time is from four to six hours after exposure of the subject to the perfuming composition. [024] In one aspect, the perception of the first olfactive note, the second olfactive note, and the third olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.

[025] In one aspect, the perception of the third olfactive note after the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.

[026] In one aspect, the first olfactive note is selected from the group consisting of floral, water, green, fruity and citrus olfactive notes.

[027] In one aspect, the second olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, woody and meringue olfactive notes.

[028] In one aspect, the third olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, woody and meringue olfactive notes.

[029] In one aspect, the the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by a second olfactive note consisting of oriental.

[030] In one aspect, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by an olfactive note consisting of meringue.

[031] In one aspect, the first perfume accord is dominated by an olfactive note consisting of citrus, floral, fruity and green, and the second perfume accord is dominated by an olfactive note consisting of a floral, fruity and sweet.

[032] In one aspect, the first perfume accord is dominated by an olfactive note consisting of citrus and green, the second perfume accord is dominated by an olfactive note consisting of a floral, and fruity, and the third perfume accord is dominated by an olfactive note consisting of floral, fruity, citrus and sweet. [033] In one aspect, the perfume composition is a pre-formulated perfume composition, and the first perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the first olfactive note to be perceived by the subject at the first time. [034] In one aspect, the perfume composition is a pre-formulated perfume composition, and the second perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the second olfactive note to be perceived by the subject at the second time.

[035] In one aspect, the perfume composition is a pre-formulated perfume composition, and the third perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the third olfactive note to be perceived by the subject at the third time.

[036] One aspect presented herein provides a manufactured product comprising the perfume composition according to an aspect presented herein. [037] In one aspect, the manufactured product is selected from the group consisting of a perfume, eau de toilette, home care product and a personal care product.

[038] One aspect presented herein provides a method to reduce, prevent, or suppress a reduced perception of the perfume composition by a subject over time, comprising exposing the subject to a perfume composition according an aspect presented herein. [039] One aspect presented herein provides a method to reduce, prevent, or suppress a reduced perception of the perfume composition by a subject over time, comprising dispensing sequentially at least partly in the air, the first perfume accord dominated by a first olfactive note followed by the second perfume comprising perfuming compounds forming a second perfume accord dominated by a second olfactive note. [040] In one aspect, the sequential dispensing is performed using a device.

[041] In one aspect, the first accord and the second accord are physically separated within the device. BRIEF DESCRIPTION OF THE FIGURES

[042] Figure 1 shows a fragrance wheel showing the inferred relationships among olfactory groups based upon similarities and differences in their odor according to some aspects presented herein. [043] Figure 2 shows a graph of perceived perfume intensities after sequential exposure to contrasting and non-contrasting accords, according to some aspects presented herein.

[044] Figure 3 shows a graph of perceived perfume intensities after sequential exposure to contrasting and non-contrasting accords, according to some aspects presented herein.

[045] Figure 4 shows a graph of perceived perfume intensities after sequential exposure to contrasting and non-contrasting accords, according to some aspects presented herein.

[046] Figure 5 shows the olfactive profile of a reference fine fragrance at the times indicated. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/ gourmand notes, or lack of any note. [047] Figure 6 shows the olfactive profile of a reference fine fragrance at the times indicated, after a subject has been exposed to the fine fragrance for two minutes. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/ gourmand notes, or lack of any note. [048] Figure 7 shows the olfactive profile of fine fragrance according to one aspect presented herein at the times indicated. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/ gourmand notes, or lack of any note.

[049] Figure 8 shows the olfactive profile of a fine fragrance according to one aspect presented herein at the times indicated, after a subject has been exposed to the fine fragrance for two minutes. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/ gourmand notes, or lack of any note.

[050] Figure 9 shows the olfactive profile of fine fragrance according to one aspect presented herein at the times indicated. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/ gourmand notes, or lack of any note.

[051] Figure 10 shows the olfactive profile of a fine fragrance according to one aspect presented herein at the times indicated, after a subject has been exposed to the fine fragrance for two minutes. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/ gourmand notes, or lack of any note.

[052] Figure 11 shows the mean decrease in perceived intensity of the fine fragrances evaluated in Example 4.

DETAILED DESCRIPTION [053] In the following description, reference is made to specific embodiments which may be practiced, which is shown by way of illustration. These embodiments are described in detail to enable those skilled in the art to practice the invention described herein, and it is to be understood that other embodiments may be utilized and that logical changes may be made without departing from the scope of the aspects presented herein. The following description of example embodiments is, therefore, not to be taken in a limited sense, and the scope of the various aspects presented herein is defined by the appended claims.

[054] The Abstract is provided to comply with 37 C.F.R. § 1.72(b) to allow the reader to quickly ascertain the nature and gist of the technical disclosure. The Abstract is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims. [055] Consumers are looking for different sensory experiences, and the perfume industry is constantly seeking for solutions to answer that demand and in particular for ways to prolong the perfume experience over time. The industry is also keen on finding solutions to phenomenon referred to as perfume habituation and perfume adaptation resulting in a decrease of perceived intensity over time. The present disclosure provides a solution to the above-mention problems in particular to the decrease of perfume perception over time and offers a novel solution to improve fragrance longevity and satisfy the consumer needs for new sensory experience.

[056] Odor descriptors are well known and widely use to describe the odor character of a fragrance. Several procedures for describing odor characters are known and have been the object of many publications, and sensory maps for odor descriptors (olfactive note) are largely known and used by the perfumery industry. In 2009 an approach to reach a standard sensory map of perfumery odor perception has been described by M. Zarzo and David Stanton in Attention, Perception and Psychophysicy, 2009, 71(2) 225-247. Therefore, in some aspects, a perfume accord can be defined with a number of descriptors.

[057] As used herein, the term "contrasting accords", "contrasting notes" or "contrasting pairs" is meant to designate accords for which the respective dominant olfactive notes are belonging to odor families that are distant from one another. Tools such as the fragrance wheel for instance can be used to define those fragrance families. An exemplar fragrance wheel is shown in Figure 1.

[058] Referring to the classification shown in Figure 1, olfactive notes adjacent to each other on the fragrance wheel are not considered contrasting olfactive notes. However, olfactive notes separated by at least one adjacent olfactive note are considered contrasting olfactive notes, wherein the degree of contrast is directly proportional to the degree of separation. For example, by way of illustration, a dry woods olfactive note is opposite to a soft floral olfactive note, and therefore the degree of contrast is considered to be greater than the contrast between a soft floral olfactive note and a soft oriental olfactive note. [059] Contrasting accords in the context of the invention can be defined as accords for which there is no more than one descriptor shared between the two accords, preferably for which there is no descriptor shared between the two accords. As an example, "sweet" and "aromatic" are strongly correlated and share more than one descriptor. Sweet is also correlated with powdery. Aromatic and powdery are not directly correlated with one another but they both share the correlation with sweet, so they are not contrasting in the context of the invention.

[060] An alternate way to look at contrasting accords is to use the notion of cross- adaptation. Cross-adaptation is well-known in the perfumery technical field and accords for which there is no perceptual cross- adaptation between the accords constitutes contrasting accords.

[061] Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Zarzo, J. Sensory Studies, 23 (2008), pg 354-376.

[062] Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Zarzo, J. Chemical Senses (2015), pg 305-313.

[063] Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Zarzo, J. Chemical Senses 31 (2006), pg 713-724.

[064] Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Abe et al, Analytica Chimica 239 (1990), pg 73-85. [065] Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Chastrette et al, Chemical Senses 16 (1991), pg 81- 93.

Compositions According to Some Aspects Presented Herein:

[066] Subjects' perceptions of perfume compositions may decline over time. The compositions described herein address the subjects' decline in perception of fragrance in several ways. [067] Compositions Comprising Contrasting Perfuming Accords: It has been now surprisingly found that combining contrasting fragrance accords into a single composition may accentuate the differences in the pairing. In particular, the inventors found that the perceived intensity of the resulting mixture of such dissimilar fragrance accords was significantly higher than predicted, based on the intensities of the individual accords; and, that attention to the odor of a mixture of contrasting accords was enhanced and prolonged versus the accords alone.

[068] Accordingly, some aspects described herein provide a perfume composition comprising perfuming compounds forming a first perfume accord dominated by a first olfactive note; and perfuming compounds forming a second perfume accord dominated by a second olfactive note, wherein the first and second olfactive notes are contrasting notes. Additionally, some aspects provide a method to improve perfume intensity perceived by a subject over time, which method comprises, exposing said subject to a composition as defined herein.

[069] A perfume accord is meant to designate a mixture of perfuming ingredients. As used herein, the term "perfuming ingredient" it is meant a compound, which is used for the primary purpose of conferring or modulating an odour. In other words such an ingredient, to be considered as being a perfuming one, must be recognized by a person skilled in the art as being able to at least impart or modify in a positive or pleasant way the odor of a composition, and not just as having an odor. For the purpose of the present disclosure, perfume accord also includes combination of perfuming ingredients with substances which together improve, enhance or modify the delivery of the perfuming ingredients, such as perfume precursors, emulsions or dispersions, as well as combinations which impart an additional benefit beyond that of modifying or imparting an odor, such as long-lasting, blooming, malodour counteraction, antimicrobial effect, microbial stability, insect control.

[070] The nature and type of the perfuming ingredients do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of its general knowledge and according to intended use or application and the desired organoleptic effect. In general terms, these perfuming ingredients belong to chemical classes as varied as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulphurous heterocyclic compounds and essential oils, and said perfuming co -ingredients can be of natural or synthetic origin. Many of these co-ingredients are in any case listed in reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent versions, or in other works of a similar nature, as well as in the abundant patent literature in the field of perfumery. It is also understood that said ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds.

[071] The perfuming ingredients may be dissolved in a solvent of current use in the perfume industry. In some embodiments, the solvent is not an alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate, Abalyn® (rosin resins, available from Eastman), benzyl benzoate, ethyl citrate, limonene or other terpenes, or isoparaffins. In some aspects, the solvent is very hydrophobic and highly sterically hindered, like for example Abalyn® or benzyl benzoate.

[072] In some aspects, the perfume comprises less than 30% of solvent. In some aspects, the perfume comprises less than 20%, alternatively less than 10% of solvent, all these percentages being defined by weight relative to the total weight of the perfume. In some aspects, the perfume is essentially free of solvent. [073] In some aspects, the first perfume comprising perfuming compounds forming a first perfume accord dominated by a first olfactive note, when dispersed into a surrounding space has a given profile. In some aspects, the given profile does not change over time. Similarly, in some aspects the second perfume comprising perfuming compounds forming a second perfume accord dominated by a second olfactive note has a given profile. In some aspects, the given profile does not change over time.

[074] Referring to Examples 1 to 3, the compositions according to the present disclosure advantageously proved to increase the perceived intensity of a perfume, when comparing with the perceived intensity of the individual accords as shown in the examples below. Contrary to what would be expected, namely an intensity for the composition comprising the two accords between the respective intensities of the accord evaluated individually, the composition according to the invention shows increased intensity. Therefore another object of the invention consists of a method to improve perfume intensity perceived by a subject over time, which method comprises exposing said subject to a first perfume accord dominated by a first olfactive note followed by exposure to a second perfume accord dominated by a second olfactive note wherein the first and second olfactive note are contrasting notes.

[075] Moreover, the compositions described herein have also shown to impact noticeability of a perfume when the consumer is exposed to the contrasting accords sequentially. Therefore, a method to improve noticeability of a perfume which comprises dispensing sequentially at least partly in the air, a first perfume comprising perfuming compounds forming a first perfume accord dominated by a first olfactive note followed by a second perfume comprising perfuming compounds forming a second perfume accord dominated by a second olfactive note, wherein the first olfactive and second olfactive notes are contrasting notes, is also an object of the present invention.

[076] In some aspects, the first perfume accord is dominated by an olfactive note selected from the group consisting of floral, water, green, fruity and citrus and the second perfume accord is dominated by an olfactive note selected from the group consisting of oriental, woody and meringue. In an alternate aspect, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by a second olfactive note consisting of an oriental note. In an alternate aspect, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by an olfactive note consisting of a meringue note. [077] In some aspects, the perfume composition comprises a third contrasting accord. This accord, if used, must contrast with the other two accords in the composition. There must be no perceptual cross-adaptation (reciprocal or non-reciprocal) between either pair of accords in the composition; at least one pair of accords must show either reciprocal or non- reciprocal perceptual enhancement; and, the three accords must be used in the fragrance composition at approximately the same intensity as one another. [078] In some aspects, the perfume composition further comprises additional ingredients.

[079] Compositions Comprising Contrasting Perfuming Accords Having Different Temporal Release Profiles: Without intending to be limited to any particular theory, in some aspects, the likelihood of a subject's decreased perception of a fragrance (also referred to herein as habituation) may be greater if the olfactive profile (i.e. the olfactive notes of the perfume composition) does not change, or changes only slightly with time.

[080] By way of illustration, Example 4 describes a perfume composition having an olfactive profile that was consistently reported to be floral, musk and woody for up to 6 hours following application to a surface. It was found that subjects adapted to the perfume composition, in that the perception of the perfume composition decline over time.

[081] In contrast, again referring to Example 4, less adaptation was observed to perfume compositions having an olfactive profile that changes over time. [082] Accordingly, some aspects provide a perfume composition comprising at least two perfuming accords, wherein a first perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a first olfactive note, wherein a second perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a second olfactive note, wherein the first and second olfactive notes are contrasting notes, wherein the first perfume accord is present in the perfume composition in an amount sufficient for the first olfactive note to be perceived by a subject at a first time,

wherein the second perfume accord is present in the perfume composition in an amount sufficient for the second olfactive note to be perceived by a subject at a second time, and wherein the perception of the first olfactive note and the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.

[083] In some aspects, the second time is after the first time. [084] In some aspects, the perfume composition further comprises a third perfume accord comprising perfuming compounds dominated by a third olfactive note, wherein the third perfume accord is present in the perfume composition in an amount sufficient for the third olfactive note to be perceived by a subject at a third time.

[085] In some aspects, the third time is after the second time. [086] In some embodiments, the perfume composition is the perfume composition described in Table 2.

[087] In some embodiments, the perfume composition is the perfume composition described in Table 3.

[088] In some aspects, the perfume composition further comprises additional ingredients.

[089] In some aspects, the perfume composition is a pre-formulated perfume composition, and the first perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the first olfactive note to be perceived by the subject at the first time. [090] In some aspects, the perfume composition is a pre-formulated perfume composition, and the second perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the second olfactive note to be perceived by the subject at the second time.

[091] In some aspects, the perfume composition is a pre-formulated perfume composition, and the third perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the third olfactive note to be perceived by the subject at the third time.

[092] In some aspects, the third olfactive note and the second olfactive note are contrasting notes.

[093] In some aspects, the third olfactive note and the first olfactive note are contrasting notes.

[094] In some aspects, there are no perceptual cross-adaptation (reciprocal or non- reciprocal) between either pair of accords in the composition (either between the first and second, or the second and third)

[095] In some embodiments, at least one pair of accords show either reciprocal or non- reciprocal perceptual enhancement.

[096] In some aspects, the first olfactive note is selected from the group consisting of floral, water, green, fruity and citrus olfactive notes.

[097] In some aspects, the second olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, woody and meringue olfactive notes.

[098] In some aspects, the third olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, woody and meringue olfactive notes.

[099] In some aspects, the the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by a second olfactive note consisting of oriental.

[0100] In some aspects, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by an olfactive note consisting of meringue. [0101] In some aspects, the first perfume accord is dominated by an olfactive note consisting of citrus, floral, fruity and green, and the second perfume accord is dominated by an olfactive note consisting of a floral, fruity and sweet.

[0102] In some aspects, the first perfume accord is dominated by an olfactive note consisting of citrus and green, the second perfume accord is dominated by an olfactive note consisting of a floral, and fruity, and the third perfume accord is dominated by an olfactive note consisting of floral, fruity, citrus and sweet.

[0103] In some aspects, the sufficient amount of the first perfume accord is from 30% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 40% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 50% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 60% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 30% to 60% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 30% to 50% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 30% to 40% by weight of the perfume composition.

[0104] In some aspects, the sufficient amount of the first perfume accord is 30%, or 40%, or 50%, or 60%, or 70% by weight of the perfume composition.

[0105] In some aspects, the sufficient amount of the second perfume accord is from 30% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 40% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 50% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 60% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 30% to 60% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 30% to 50% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 30% to 40% by weight of the perfume composition.

[0106] In some aspects, the sufficient amount of the second perfume accord is 30%, or 40%, or 50%, or 60%, or 70% by weight of the perfume composition. [0107] In some aspects, the first perfume accord and the second perfume accord are present in the perfume composition in a weight ratio ranging from 3: 1 to 1:3. In some aspects, the first perfume accord and the second perfume accord are present in the perfume composition at a weight ratio of 1: 1.

[0108] In some aspects, the sufficient amount of the third perfume accord is from 30% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 40% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 50% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 60% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 30% to 60% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 30% to 50% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 30% to 40% by weight of the perfume composition. [0109] In some aspects, the sufficient amount of the third perfume accord is 30%, or 40%, or 50%, or 60%, or 70% by weight of the perfume composition.

[0110] In some aspects, the first perfume accord the second perfume accord, and the third perfume accord are present in the perfume composition at a weight ratio of 1: 1: 1.

[0111] Without intending to be limited to any particular theory, the perception of a particular perfume accord depends on a number of factors, such as, for example, the particular mixture of perfuming ingredients, the volatility of the perfuming ingredients, the odor detection threshold of the perfuming ingredients, the concentration of the perfuming ingredients that a subject is exposed to, and the like. [0112] In some embodiments, the first, second, and third perfuming accords, when perceived, are perceived at the same intensity by the subject.

[0113] In some embodiments, the time at which a given perfume accord is perceived by the user may be controlled by the relative volatility of a given perfume accord compared to the others in the perfume composition. For example, in some embodiments, the first perfuming accord comprises perfuming ingredients that are more volatile than the perfuming ingredients comprising the second, or third perfume accords. Consequently, the first perfume accord is perceived by the subject at a first time that is before the time the second perfume accord is perceived. Similarly, in some embodiments, the second perfuming accord comprises perfuming ingredients that are more volatile than the perfuming ingredients comprising the third perfume accord. Consequently, the second perfume accord is perceived by the subject at a time second time that is before the time the third perfume accord is perceived. Similarly, the third perfuming accord comprises perfuming ingredients that are less volatile than the perfuming ingredients comprising the second perfume accord. Consequently, the third perfume accord is perceived by the subject at a time second time that is after the time the second perfume accord is perceived.

[0114] In some aspects, the first perfume accord comprises perfuming compounds having a volatility ranging from 70,000 to 100 μg/l in air. In some aspects, perfuming compounds having a volatility ranging from 70,000 to 100 μg/l in air are referred to as "top notes".

[0115] In some aspects, the second perfume accord comprises perfuming compounds having a volatility ranging from 99 to 50 μg/l in air. In some aspects, perfuming compounds having a volatility ranging from 99 to 50 μg/l in air are referred to as "middle notes". [0116] In some aspects, the third perfume accord comprises perfuming compounds having a volatility ranging from 49 to 0.1 μg/l in air. In some aspects, perfuming compounds having a volatility ranging from 49 to 0.1 μg/l in air are referred to as "bottom notes". [0117] In some aspects, the first perfume accord comprises perfuming compounds having a vapor pressure greater than 0.1 mm Hg. In some aspects, perfuming compounds having a vapor pressure greater than 0.1 mm Hg are referred to as "top notes".

[0118] In some aspects, the second perfume accord comprises perfuming compounds having a vapor pressure between 0.1 mm Hg and 0.001 mm Hg. In some aspects, perfuming compounds having a vapor pressure between 0.1 mm Hg and 0.001 mm Hg are referred to as "middle notes".

[0119] In some aspects, the third perfume accord comprises perfuming compounds having a vapor pressure less than 0.001 mm Hg. In some aspects, perfuming compounds having a vapor pressure less than 0.001 mm Hg are referred to as "bottom notes".

[0120] Tables 4 to 10 describe top, middle and bottom note perfuming compounds for watery, green, fruity, citrus, sweet , gourmand and woody notes respectively.

[0121] In some aspects, the perception of the second olfactive note after the first olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.

[0122] In some aspects, the perception of the first olfactive note, the second olfactive note, and the third olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.

[0123] In some aspects, the perception of the third olfactive note after the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.

[0124] Accordingly, some aspects provide a method to reduce, prevent, or suppress a reduced perception of the perfume composition by a subject over time, comprising exposing the subject to a perfume composition according an aspect presented herein. [0125] In some aspects, the first time is less than one hour after exposure of the subject to the perfuming composition. In some aspects, the first time is 60, or 55, or 50, or 45, or 40, or 35, or 30, or 25, or 20, or 15 minutes after exposure of the subject to the perfuming composition.

[0126] In some aspects, the second time is from one to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from one to five hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from one to four hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from one to three hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from one to two hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from two to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from three to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from four to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from five to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is 1, or 1.5, or 2, or 2.5, or 3, or 3.5, or 4, or 4.5, or 5, or 5.5, or 6 six hours after exposure of the subject to the perfuming composition.

[0127] In some aspects, the second time is from one to four hours after exposure of the subject to the perfuming composition. [0128] In some aspects, the third time is from four to six hours after exposure of the subject to the perfuming composition. In some aspects, the third time is from four to five hours after exposure of the subject to the perfuming composition. In some aspects, the third time is from five to six hours after exposure of the subject to the perfuming composition. In some aspects, the third time is 4, or 4.5, or 5, or 5.5, or 6 six hours after exposure of the subject to the perfuming composition.

Devices and Applications

[0129] In some aspects, the time at which a given perfume accord is perceived by the user may be controlled by dispensing the given perfume accord at a given time. For example, the first perfume accord may be dispensed at the first time, the second perfume accord may be dispensed at the second time, and so on. In some embodiments, the subject does not perceive a given perfume accord until it is dispensed.

[0130] Accordingly, some aspect presented herein provide a method to reduce, prevent, or suppress a reduced perception of the perfume composition by a subject over time, comprising dispensing sequentially at least partly in the air, the first perfume accord dominated by a first olfactive note followed by the second perfume comprising perfuming compounds forming a second perfume accord dominated by a second olfactive note.

[0131] In some aspects, the sequential dispensing is performed using a device configured to sequentially emanate separate fragrances at timed intervals from each other. Devices suitable for this include the AIRWICK® SYMPHONIA device which is configured to receive two separate bottles of fragrance and sequentially direct heat toward each bottle to accelerate the evaporation of fragrance therefrom. In such a device the fragrances contained in each bottle can be different to facilitate a consumer being able to notice the sequential nature of the fragrance emanation.

[0132] U.S. Patent Application Publication No. 2013/0156408 Al discloses an example of a device configured to sequentially emanate separate fragrances at timed intervals from each other.

[0133] U.S. Patent Application Publication No. 2013/0156408 Al discloses an example of methods to sequentially emanate separate fragrances at timed intervals from each other.

[0134] U.S. Patent Application Publication No. 2015/0098860 Al discloses an example of methods to sequentially emanate separate fragrances at timed intervals from each other.

[0135] In some aspects, the device comprises dispensing means for dispersing sequentially in the air volatile compositions and a composition as defined in any of the above-described aspects. In some aspects, the device is such that the first accord and the second accord are physically separated by separating means. According to one aspect, the device is an air-freshener. By sequentially diffusing contrasting accords, the intensity of the perfume can be improved over time. [0136] In some aspects, the first time is 60, or 55, or 50, or 45, or 40, or 35, or 30, or 25, or 20, or 15 minutes.

[0137] In some aspects, the second time is 1, or 1.5, or 2, or 2.5, or 3, or 3.5, or 4, or 4.5, or 5, or 5.5, or 6 six hours. [0138] In some aspects, the third time is 4, or 4.5, or 5, or 5.5, or 6 six hours.

[0139] The compositions of the present disclosure can be used for different applications. According to some aspects, the perfume composition according to the invention consists of an air freshener.

[0140] One aspect presented herein provides a manufactured product comprising the perfume composition according to an aspect presented herein. In one aspect, the manufactured product is selected from the group consisting of a perfume, eau de toilette, home care product and a personal care product.

[0141] The present invention is best illustrated but is not limited to the following examples. EXAMPLES

Example 1: Sensory Evaluation of Perceived Perfume Intensity with Sequential Exposure to Contrasting Accords vs Non Contrasting Accords

[0142] For this example, 3 perfume accords were prepared: a lemon accord (Al); a lime accord (A2); and, an oriental accord (CI). The lemon accord and lime accords are non- contrasting accords, whereas the lemon and oriental accords are contrasting accords.

[0143] Protocol: Each accord was applied to a cellulose type air freshener and placed in an evaluation booth. A panel was then asked to rate the intensity of the odor in each booth. The test was repeated later the same day. The sample preparation and set-up was identical to the first test but there was one important difference: each assessor was asked to wear a small device for 15 minutes prior to the evaluation. The device was a small plastic holder that could be clipped onto the assessors clothing, the holder contained a cellulose pad that was impregnated with the lemon accord. In this way we were able to adapt the assessors to the lemon accord.

[0144] The results of the two tests are illustrated in Figure 2 and are markedly different. The perceived intensity of the lemon accord was significantly suppressed after adaptation to the lemon accord (self-adaptation). The perceived intensity of the lime accord (non- contrasting accord if compared to lemon) was also strongly suppressed after adaptation to the lemon accord (significant cross-adaptation*). On the other hand, the perceived intensity of the oriental accord (contrasting accord compare to lemon) was increased/enhanced after adaptation to the lemon accord. The lemon accord and oriental accord would meet the definition of "contrasting fragrance accords" - there is no cross- adaptation and there is a perceptual enhancement.

Example 2: Sensory Evaluation of Perceived Perfume Intensity with Sequential Exposure to Contrasting Accords vs Non Contrasting Accords

[0145] The protocol described in Example 1 was repeated using a larger panel and different accords. Accords used were a berry accord (Al) and a coconut accord (CI). There was also used an accord that would be "complementary" to the berry accord, that is one that is noticeably different (more different than lime from lemon) but which shares some olfactive quality - there was used an apple accord for this purpose (B l). Results are illustrated in Figure 3. The berry accord showed a strong self-adapting effect, cross- adaptation with the apple accord and no cross-adaptation with the coconut accord. Furthermore, there was an enhancement of the coconut accord after adaptation to the berry.

Example 3: Sensory Evaluation of Perceived Perfume Intensity of a Perfume Composition According to Some Aspects Presented Herein [0146] A sensory test was conducted with 24 panelists. Two contrasting fragrance accords were used, namely "LEMON" (Al) and "MERINGUE" (CI). Three identical odor evaluation booths were set up as follows: one booth contained two 5cm x 5cm cellulose pads, each impregnated with 2g of the "LEMON" accord; a second booth contained two 5cm x 5cm cellulose pads, each impregnated with 2g of the "MERINGUE" accord; a third booth contained one 5cm x 5cm cellulose pad impregnated with 2g of the "LEMON" accord and one 5cm x 5cm cellulose pad impregnated with the "MERINGUE" accord. Panelists were asked to rate the intensity of the odors in each booth. Normally, it could have been expected that the intensity of the mixture "LEMON + MERINGUE" would fall between the intensity of the LEMON only and MERINGUE only; however, surprisingly the intensity of the mixture was significantly stronger than the intensity of either single accord. Results are illustrated in Figure 3.

[0147] Also, it was mentioned by panellist that the citrus aspects were more noticeable when paired with the "meringue" than when smelled alone. This view was echoed by several of the professional evaluators that smelled the samples.

Example 4: Sensory Evaluation of Perceived Perfume Intensity of a Fine Fragrance Perfume Composition According to Some Aspects Presented Herein

[0148] A sensory test was conducted with 22 to 24 panelists in each session, comparing the three fine fragrances shown in three different sesasions, set forth in Tables 1-3 below:

Table 1 : Test Attention Modulation Fragrance "HAF A": l ii iiivdieiil Name Paris

Naphtho[2, l-b]furan, dodecahydro- 15

3a,6,6,9a-tetramethyl-, [3aR- (3a.alpha.,5a.beta., 9a. alpha., 9b. beta)]

@ 10% DIPG

Benzyl Acetate 5

Ethoxymethyl-cyclododecyl ether 10

3-(4-tert-butylphenyl)propanal 5

(Z)-3-Methyl-2-(2-pentenyl)-2-cyclopenten- 1

1-one

3,7-dimethyl-2,6-octadienal @ 10% DIPG 3

3,7-dimethyloct-6-enyl acetate 10

l-(2,6,6-trimethyl- l-cyclohex-2-enyl)but-3- 3

en- l-one @ 10% DIPG

(E)- 1 -(2,6,6-trimethyl- 1 -cyclohexa- 1,3- 3

dienyl)but-2-en-l-one @ 10% DIPG

5-hexyloxolan-2-one 2

(6E)-3,7-dimethylnona-l ,6-dien-3-ol 35 I n grodienl Name Paris

1 ,4-dioxacycloheptadecane-5, 17-dione 50 l,3,4,6,7,8-hexahydro-4,6,6,7,8,8- 50 hexamethylcyclopenta(g)-2-benzopyran 70

MIP EXTRA

(Z)-3,7-Dimethyl-2,6-octadien-l-ol 7

GRAPEFRUIT OIL 10 methyl 3-oxo-2-pentylcyclopentaneacetate 100

3 - ( 1 , 3 -benzodioxol- 5 -yl) -2-methylpropanal 20

HYDROXYCITRONELLAL SYNTH P 25

FAB

INDOLE @ 1% DIPG 5

7-acetyl, 1 ,2,3,4,5,6,7, 8-octahydro- 1, 1,6,7- 35 tetramethyl naphthalene

JASMIN PAYS FIR ABSOLUE @ 10% 3

DIPG

6-[(E)-pent-2-enyl]oxan-2-one @ 10% DIPG 14

LEMON OIL SFUMA PRIMOFIORE 10

3-(4-tert-butylphenyl)butanal 40

MANDARIN INCOL DM 15

METHYL ANTHRANILATE DIST @ 1% 4

DIPG

methyl 2,4-dihydroxy-3,6-dimethylbenzoate 3

@ 10 DIPG

TAGETES OIL @ 10% DIPG 2

5 -heptyloxolan-2- one 5

(E)-4-methyldec-3-en-5-ol 6

2,4-dimethylcyclohex-3-ene- 1 -carbaldehyde 4

@ 10% DIPG

500

Table 2: Test Attention Modulation Fragrance "HAF A2":

Ingredient Name Parts l-(2,6,6-trimethyl- l-cyclohex-2-enyl)but-3- 3 en- l-one @ 10% DIPG

(E)- 1 -(2,6,6-trimethyl- 1 -cyclohexa- 1,3- 3 dienyl)but-2-en-l-one @ 10% DIPG

5-hexyloxolan-2-one 2

(6E)-3,7-dimethylnona-l ,6-dien-3-ol 35

ETHYL PRANILE @ 10% DIPG 5

1 ,4-dioxacycloheptadecane-5, 17-dione 50 l,3,4,6,7,8-hexahydro-4,6,6,7,8,8- 50 hexamethylcyclopenta(g)-2-benzopyran 70

MIP EXTRA

(Z)-3,7-Dimethyl-2,6-octadien-l-ol 7

GRAPEFRUIT OIL 10 methyl 3-oxo-2-pentylcyclopentaneacetate 100

3 - ( 1 , 3 -benzodioxol- 5 -yl) -2-methylpropanal 20

HYDROXYCITRONELLAL SYNTH P 38 FAB

INDOLE @ 1% DIPG 5

7-acetyl, 1 ,2,3,4,5,6,7, 8-octahydro- 1, 1,6,7- 35 tetramethyl naphthalene

JASMIN PAYS FIR ABSOLUE @ 10% 3 DIPG

6-[(E)-pent-2-enyl]oxan-2-one @ 10% DIPG 14

LEMON OIL SFUMA PRIMOFIORE 10

3-(4-tert-butylphenyl)butanal 40

MANDARIN INCOL DM 15

METHYL ANTHRANILATE DIST @ 1% 4 DIPG

methyl 2,4-dihydroxy-3,6-dimethylbenzoate 3 @ 10 DIPG

TAGETES OIL @ 10% DIPG 2

5 -heptyloxolan-2- one 5

(E)-4-methyldec-3-en-5-ol 6

VANILLIN NAT NFB LC @ 10% DIPG 2

2,4-dimethylcyclohex-3-ene- 1 -carbaldehyde 4 @ 10% DIPG

520

Table 3: Reference Fragrance "HAF 1": 3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b- 10

octahydro- lH-benzo[e] [ l]benzofuran

Benzyl Salicylate 40

Ethoxymethyl-cyclododecyl ether 20

Dartanol 15

1 ,4-dioxacycloheptadecane-5, 17-dione 77

Firsantol 10

l,3,4,6,7,8-hexahydro-4,6,6,7,8,8- 120

hexamethylcyclopenta(g)-2-benzopyran 70

MIP EXTRA

methyl 3-oxo-2-pentylcyclopentaneacetate 80

Hydroxycitronellal Synth P FAB 30

Indole @ 10% DIPG 2

7-acetyl, 1 ,2,3,4,5,6,7, 8-octahydro- 1,1,6,7- 180

tetramethyl naphthalene

Jasmin Sambac Fir absolue @ 10% DIPG 5

5-Ethyl-5-phenylhydantoin 10

Pipol Salicylate 10

(E)-3,3-dimethyl-5-(2,2,3-trimethyl-3- 25

cyclopenten- l-yl)-4-penten-2-ol

3-methyl-5-(2,2,3-trimethyl-l-cyclopent-3- 30

enyl)pentan-2-ol

1-(2,6,10-TRIMETHYL-1(2),5,9- 30

C YCLODODEC ATRIEN- 1 - YL)- 1 -

ETHANONE + l-(6,10-DIMETHYL-2-

METHYLENE-5,9-..)- 1 -E...

5 -heptyloxolan-2- one 1

700

[0149] The fine fragrances were applied to glass slides, which were maintained at 32 degrees Celsius. The olfactive profile and perceived global intensity of the fragrances were evaluated at 15 min, 1 hour, 2 hours, 4 hours, and 6 hours after application to the glass surfaces, by randomly presenting the slides.

[0150] The panelists were asked to describe the olfactive profile by selecting the three most dominant descriptors (out of 7 presented: Green, Citrus, Fruity, Floral, Woody, Musk, Sweet/Gourmand). Panelists were also able to mention when they perceived nothing (i.e., were not able to describe the olfactive profile). [0151] The panelists were asked to rate the perceived global intensity of the fragrances at 15 min, 1 hour, 2 hours, 4 hours, and 6 hours after application to the glass surfaces, by randomly presenting the slides.

[0152] Adaptation was determined by applying the fragrance to a cellulose pad, and presenting the fragrance to the panelist for two minutes before the glass slides were presented again to the panelists.

[0153] The Reference Fine Fragrance: Referring to Figure 5, the olf active profile did not appear to change over time, wherein the panelists reported a Floral, Musk, and Woody profile at all time points. The horizontal line depicts the limit of a random selection of the terms. 46% of the panelists reported no change in olfactive profile, whilst 46% of the panelists reported 2 to 4 changes in olfactive profile, and none of the panelists reported a maximum of 4 changes in olfactive profile.

[0154] Referring to Figure 6, the perception of the reference fine fragrance declined significantly following a two minute exposure to the fragrance. Before exposure, 65% of the selected terms were above chance, compared to 15% after exposure.

[0155] The Attention Modulation Fragrance "HAF A ": Referring to Figure 7, the olfactive profile changed or switched, wherein the panelists reported a Citrus/ Green profile at 15 min, a Floral/ Fruity profile at 1 to 4 hours, and a Floral/ Fruity/ Citurs/ Sweet profile at 6 hours. The horizontal line depicts the limit of a random selection of the terms. Only 18% of the panelists reported no change in olfactive profile, whilst 73% of the panelists reported 2 to 4 changes in olfactive profile, and 23% of the panelists reported a maximum of 4 changes in olfactive profile.

[0156] Referring to Figure 8, the perception of the attention modulation fine fragrance did not decline as much, compared to the decline observed with the reference fragrance following a two minute exposure to the fragrance. After exposure, 38% of the selected terms were above chance compared to only 15% for the reference fragrance.

[0157] The Attention Modulation Fragrance "HAF A2 ": Referring to Figure 9, the olfactive profile changed or switched, wherein the panelists reported a Citrus/ Floral/ Fruity/ Green profile at 15 min, and a Floral/ Fruity/ Sweet profile at 1 to 6 hours. The horizontal line depicts the limit of a random selection of the terms. Only 9% of the panelists reported no change in olfactive profile, whilst 82% of the panelists reported 2 to 4 changes in olfactive profile, and 34% of the panelists reported a maximum of 4 changes in olfactive profile.

[0158] Referring to Figure 10, the perception of the attention modulation fine fragrance did not decline as much, compared to the decline observed with the reference fragrance following a two minute exposure to the fragrance. After exposure, 51% of the selected terms were above chance compared to only 15% for the reference fragrance. [0159] Figure 11 shows the effect of adaptation on the percent intensity decrease of perception following adaptation of the reference and two test fragrances. A greater decrease in intensity following adaptation was observed in the reference fragrance, particularly at 2 and 4 hours.

[0160] Taken together, these data suggest that the olfactive profiles of perfume compositions according to some aspects presented herein change more over time, compared to a reference composition. Additionally, less adaptation is observed by subjects for perfume compositions according to some aspects presented herein change more over time, compared to a reference composition. Finally, the perfume compositions according to some aspects presented herein are more long lasting than reference compositions, as evidenced by a lower decrease in perceived intensity after a 2 minute adaptation.

Table 4: Perfuming Compounds Having a Watery Note

Typo Volati lilv Log I' Odor Threshold Odor

iht ^{l l r} , ug/l air, Value

TOP (+-)-2,6- 140 1889.68 3.15 2.11E-04 8.96L

DIMETHYL-5- 06

HEPTENAL

TOP (2E,6Z)-2,6- 138 632.43 2.56 1.46E-04 4.34E+

NONADIENAL" 06 Ί ^' νιν Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water ⁾

TOP (2E,6Z)-2,6- 138 632.43 2.56 1.46E-04 4.34E+

NONADIENAL" 06

TOP METHYL 2- 154 472.01 2.90 8.31E-04 5.68E+

OCTYNOATE" 05

TOP DECANAL" 156 466.56 3.99 1.92E-03 2.43E+

05

TOP (+-)-2- 170 297.74 3.73 9.00E-04 3.31E+ methyldecanal" 05

TOP undecanal 170 178.29 4.56 1.65E-03 1.08E+

05

TOP DODECANAL 184 144.79 4.94 9.90E-04 1.46E+

05

TOP 10-undecenal 168 136.73 3.93 3.15E-03 4.34E+

04

TOP 10-undecenal (A) 168 131.95 4.26 3.77E-05 3.50E+

+ (9E)-9- 06 undecenal (B) +

(9Z)-9-undecenal

(C)

TOP 8-ISOPROPYL- 192 131.02 3.81 7.11E-05 1.84E+

6-METHYL- 06

BICYCLO[2.2.2]

OCT-5-ENE-2-

CARBALDEHY

DE

TOP (2Z)-3,7- 196 123.21 3.81 6.02E-02 2.05E+ dimethyl-2,6- 03 octadien- l-yl

acetate

middle (2E,6Z)-2,6- 140 98.76 2.68 3.22E-06 3.07E+

NONADIEN-1- 07

OL

middle METHYL 2- 168 91.76 3.51 1.60E-03 5.74E+

NONYNOATE 04 middle 7-methyl-2H- l,5- 142 89.26 3.40 5.05E-04 1.77E+ benzodioxepin- 05

3(4H)-one

middle (+-)- 172 79.79 2.22 1.35E-02 5.91E+

TETRAHYDRO- 03 2-ISOBUTYL-4- METHYL-4(2H)- PYRANOL Tvpe Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octanol/

ater.

middle (+-)-2- 184 75.55 5.01 7.24E-05 1.U4L+ methylundecanal 06 middle (2R)-2-methyl-4- 206 63.49 4.25 2.22E-03 2.86E+

[(lR)-2,2,3- 04 trimethyl-3- cyclopenten-1- yl]-4-pentenal (A)

+ (2S)-2-methyl- 4-[(lR)-2,2,3- trimethyl-3- cyclopenten-1- yl]-4-pentenal (B)

middle 7-methyl-2H-l,5- 178 56.74 1.61 3.20E-06 1.77E+ benzodioxepin- 07

3(4H)-one

middle 7-ISOPROPYL- 178 56.74 1.61 3.20E-06 1.77E+

2H,4H-1,5- 07 BENZODIOXEPI

N-3-ONE

middle DODECANENIT 178 56.74 1.61 3.20E-06 1.77E+

RILE 07 bottom 3-(4- 190 48.69 3.56 5.33E-03 9.14E+

ETHYLPHENYL 03 )-2,2-

DIMETHYLPRO PANAL (A) + 3- (2-

ETHYLPHENYL

)-2,2-

DIMETHYLPRO PANAL (B)

bottom 7-methyl-2H-l,5- 190 32.27 3.53 6.05E-05 5.33E+ benzodioxepin- 05

3(4H)-one

bottom (+-)-l-METHYL- 206 26.54 5.14 2.72E-02 9.76E+

4-(4-METHYL-3- 02

PENTENYL)-3-

CYCLOHEXEN

E-l-

CARBALDEHY DE Tvpe Molecu lar Volati l ity Log Odor Th reshold

PPM Weight ,μ /Ι air, « n- ( Li g/I ai n Val ue octanol/

water ⁾

bottom (+-)-3-(4- 190 24.85 3.59 3.00E-03 8.28E+ isopropylphenyl)- 03

2-methylpropanal

bottom (+-)-3-(4-methyl- 192 21.54 4.11 3.68E-03 5.85E+

3-penten-l-yl)-3- 03 cyclohexene-1- carbaldehyde (A)

+ (+-)-4-(4- methyl-3-penten- l-yl)-3- cyclohexene-1- carbaldehyde (B)

bottom (+-)-3-(4- 178 18.99 2.80 9.79E-03 1.94E+ methoxyphenyl)- 03

2-methylpropanal

bottom (+0-2,6, 10- 210 18.23 5.20 1.59E-02 1.15E+

TRIMETHYL-9- 03

UNDECENAL

bottom 1,5,9- 238 14.74 5.28 3.28E-04 4.49E+

TRIMETHYL- 04 4,8-

DECADIENYL ACETATE

bottom (+0-3-O- 194 14.74 2.01 7.71E-04 1.91E+

ISOPROPYL- 1- 04 PHENYL)BUTA

NAL

bottom 3-(3,3-dimethyl- 206 13.73 2.58 1.32E-05 1.04E+

2,3-dihydro-lH- 06 inden-5- yl)propanal (A) +

3-(l, l-dimethyl- 2,3-dihydro-lH- inden-5- yl)propanal (B) Type Name Molecular Volalility Log Odor Threshold Odor

Weight (u /l air, (11- Value octanol/

water,

bottom 3H3,3-dimelhyl- 181 13.68 4.63 4.00E-03 3.42E+

2,3-dihydro-lH- 03 inden-5- yl)propanal (A) +

3-(l,l-dimethyl- 2,3-dihydro-lH- inden-4- yl)propanal (B) +

3-(l,l-dimethyl- 2,3-dihydro-lH- inden-5- yl)propanal (C)

bottom (+-)-2-methyl-3- 204 12.86 3.90 2.39E-04 5.38E+

[4-(2-methyl-2- 04 propanyl)phenyl]

propanal

bottom (+-)-7-hydroxy- 172 12.81 2.00 6.98E-03 1.84E+

3,7- 03 dimethyloctanal

bottom CYCLOSIA 172 10.34 2.00 6.98E-03 1.48E+

BASE 03

(POLYMER)

(MAIN CPD = 7- HYDROXY-3,7- DIMETHYLOCT ANAL)

bottom (Z)-6-NONEN-l- 202 6.91 3.44 6.10E-04 1.13E+

OL 04

Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai r, Val ue octanol/

water ,

bottom (1S,4S,9S,10R,13 278 6.77 4.59 4.36E-04 1.55E+

R)-5,5,9,13- 04 tetramethyl- 14, 16- dioxatetracyclo [ 1

1.2.1.0-1, 10-.0- 4,9~]hexadecane

(A) +

(1R,4S,9S, 10R, 13

S)-5,5,9, 13- tetramethyl- 14, 16- dioxatetracyclo [ 1

1.2.1.0-1, 10-.0- 4,9~]hexadecane

(B)

bottom 8(9)-METHOXY- 193 5.87 5.00 4.02E-05 1.46E+

TRICYCLO[5.2.1 05 .0(2,6)]DECANE

-3(4)-

CARBALDEHY DE

bottom (+-)-2,5- 176 4.86 3.12 1.28E-04 3.79E+

DIMETHYL-2- 04 INDANMETHA NOL

bottom 7-PROPYL- 206 4.85 2.79 6.43E-05 7.54E+

2H,4H-1,5- 04 BENZODIOXEPI

N-3-ONE

bottom 7-(2-methyl-2- 220 4.37 2.97 1.53E-04 2.85E+ propanyl)-2H- 04 1,5- benzodioxepin- 3(4H)-one

bottom (+-)-3-(l,3- 192 3.57 1.28 2.23E-04 1.60E+

BENZODIOXOL 04

-5-YL)-2-

METHYLPROP

ANAL Type Name Molecular Volalility Log !' Odor I hreshold

Weight .μ ^» /Ι air) «n- Value uelanol/

water)

bottom METHYL 2,4- 196 1.52 2.30 4.89E-06 3.11E+

DIHYDROXY- 05

3,6-

DIMETHYLBEN ZOATE

bottom (+-)-3-(4- 210 0.70 2.19 8.81E-05 7.92E+ hydroxy-4- 03 methylpentyl)-3- cyclohexene-1- carbaldehyde (A)

+ (+-)-4-(4- hydroxy-4- methylpentyl)- 3 - cyclohexene-1- carbaldehyde (B)

Table 5: Perfuming Compounds Having a Green Note

Tvpc Molecular Volatility Log !' Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li g/I ain Value octanol/

water)

Top 1,1-DIETHOXY- 220 16590.69 4.59 3.57E-03 4.65E+

3,7-DIMETHYL- 06 2,6-OCTADIENE

Top (+-)-3,5,5- 142 12045.92 3.02 9.37E-03 1.29E+

TRIMETHYLHE 06

XANAL

Top (Z)-3-HEXENYL 128 9873.53 2.17 2.11E-03 4.68E+

FORMATE 06

Top ETHYL 145 9675.10 3.12 9.11E-04 1.06E+

HEXANOATE 07

Top BENZALDEHY 106 8207.00 1.33 4.26E-02 1.93E+

DE 05

Top (lR,5R)-4,7,7- 168 6351.47 4.48 7.99E-05 7.95E+ trimethyl-6- 07 thiabicyclo[3.2.1]

oct-3-ene (A) +

(lR,4R,5R)-4,7,7- trimethyl-6- thiabicyclo[3.2.1]

octane (B)

Top (E)-2-HEXENYL 142 6062.68 2.59 2.08E-01 2.92E+

ACETATE 04

Top (Z)-3-HEXEN-l- 100 5986.62 1.65 1.13E-02 5.30E+

OL 05

Top 6-METHYL-5- 126 5775.94 2.05 1.06E-01 5.45E+

HEPTEN-2- ONE 04

Top l-ISOBUTYL-3- 186 5265.61 4.19 1.62E+00 3.24E+

METHYLBUTY 03 L ACETATE

Top OCTANAL 128 4147.61 2.94 2.77E-04 1.50E+

07

Top (2Z)-3-methyl-2- 156 4131.05 3.11 2.73E-02 1.51E+ hexen-l-yl 05 acetate (A) +

(2E)-3-methyl-2- hexen-l-yl

acetate (B) Tvpe Molecu lar Volati l ity Log Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai r, Val ue octanol/

water ,

Top (lRS,6RS)-3,6- 138 377U.43 2.24 2.69E-04 1.4UL+ dimethyl-3- 07 cyclohexene-1- carbaldehyde (A)

+ (lRS,6RS)-4,6- dimethyl-3- cyclohexene-1- carbaldehyde (B)

+ (lRS,6SR)-4,6- dimethyl-3- cyclohexene-1- carbaldehyde (C)

Top (E)-2-HEXEN- l- 100 3752.17 1.73 1.29E-01 2.92E+

OL 04

Top 3,7-DIMETHYL- 136 3480.57 4.91 2.57E-02 1.35E+

1,3,6- 05

OCTATRIENE

Top (Z)-3-HEXENYL 142 3398.34 2.62 1.00E-02 3.40E+

ACETATE 05

Top (+-)- l-octen-3-ol 128 3030.11 2.33 1.77E-03 1.71E+

06

Top ETHYL 3- 130 2885.67 0.35 5.83E-02 4.95E+

OXOBUTANOA 04

TE (A) <=> (2Z)-

ETHYL 3-

HYDROXY-2-

BUTENOATE

(B)

Top nonanal 142 2777.63 3.42 8.14E-03 3.41E+

05

Top DIBUTYL 146 2766.10 4.86 2.34E-02 1.18E+

SULFIDE 05

Top (3Z)-l-[(2E)-2- 154 2673.47 3.77 2.05E-02 1.31E+ buten- l-yloxy]-3- 05 hexene (A) +

(3Z)-l-[(2Z)-2- buten- l-yloxy]-3- hexene (B)

Top (+-H- 148 2534.77 3.06 1.92E-07 1.32E+

METHOXY-3- 10 HEXANETHIOL Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai r, Val ue octanol/

water ,

Top TETRAHYDRO- 154 2483.93 3.49 8.77E-04 2.SJL .

4-METHYL-2-(2- 06

METHYL- 1-

PROPENYL)-

2H-PYRAN

Top (+-)- 154 2483.93 3.49 8.77E-04 2.83E+

TETRAHYDRO- 06 4-METHYL-2-(2- METHYL- 1- PROPENYL)- 2H-PYRAN (A)

+ 3,6-DIHYDRO- 4-METHYL-2-(2- METH-.(B)

Top (Z)-6-NONENAL 140 2431.73 2.88 2.91E-05 8.36E+

07

Top HEXYL 144 2316.04 3.09 1.32E-01 1.75E+

ACETATE 04

Top (+-)-ETHYL 3- 158 2276.17 1.96 5.06E-04 4.50E+

METHYL-2- 06 OXOPENTANO ATE

Top 1-hexanol 102 2070.00 2.20 1.17E-01 1.77E+

04

Top (+-)-METHYL 182 2010.91 3.16 1.06E-02 1.90E+

2,6,6- 05

TRIMETHYL-2- CYCLOHEXEN

E-l-

CARBOXYLAT E

Top 3,5,6- 152 1951.74 3.23 6.17E-03 3.16E+

TRIMETHYL-3- 05 CYCLOHEXEN

E-l-

CARBALDEHY DE (A) + 2,4,6- TRIMETHYL-3- CYCLOHEXEN

E-l-

CARBALDEHY DE (B) Tvpc Molecu lar Volati l ity Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I air, Value octanol/

water,

Top (2- 164 1714.82 3.15 1.65E-03 1.U4L+

ISOPROPOXYE 06 THYL)BENZEN

E

Top (3Z)-3-hexen-l-yl 170 1674.15 3.59 7.85E-02 2.13E+ butyrate 04

Top hexyl 2- 172 1661.18 4.31 7.15E-01 2.32E+ methylpropanoate 03

Top PYRAZOBUTYL 166 1617.21 2.88 7.20E-07 2.25E+

E 09

Top (3Z)-hex-3-en- l- 158 1506.33 2.97 4.58E-02 3.29E+ yl methyl 04 carbonate

Top BENZYL 136 1339.53 1.76 3.23E-01 4.15E+

FORMATE 03

Top (3E,5Z)-1,3,5- 150 1247.28 5.68 3.76E-05 3.32E+

UNDECATRIEN 07

E

Top (2- 136 1239.07 2.33 6.32E-04 1.96E+

METHOXYETH 06 YL)BENZENE

Top ALLYL 170 1235.24 4.16 1.75E-02 7.06E+

HEPTANOATE 04

Top (+-)- l-(3,3- 154 1214.93 2.99 1.44E-02 8.44E+ dimethylcyclohex 04 yl)ethanone (A) +

(+-)-2,6,6- trimethylcyclohep

tanone (B)

Top (2RS,4SR)-2- 160 1113.06 3.11 1.47E-03 7.57E+ methyl-4-propyl- 05 1,3-oxathiane (A)

+ (2RS,4RS)-2- methyl-4-propyl- 1,3-oxathiane (B)

Top (Z)-3-HEXENYL 170 1073.97 3.57 4.54E-02 2.36E+

ISOBUTYRATE 04

Top (+)-(R)-4-(2- 168 993.39 4.59 1.99E-01 5.00E+ methoxypropan- 03

2-y\)- \- methylcyclohex- 1-ene Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue oetanol/

water .

Top (3Z)-1,3- 148 990.87 5.11 3.32E-03 2.98E+ undecadien-5-yne 05 (A) + (3E)- 1,3- undecadien-5-yne

(B)

Top (+-)-(Z)-3- 184 833.05 3.84 1.96E-02 4.24E+

HEXENYL 2- 04 METHYLBUTA NOATE

Top ethyl octanoate 172 800.05 4.20 5.30E-03 1.51E+

05

Top 2-METHYL-3- 129 687.75 2.08 4.81E-04 1.43E+

HEXANONE 06

OXIME

Top (2E,6Z)-2,6- 138 632.43 2.56 1.46E-04 4.34E+

NONADIENAL 06

Top (Z)-4-DECENAL 154 629.54 1.11 3.78E-05 1.67E+

07

Top (+-)-(3-methoxy- 164 587.76 3.57 1.51E-02 3.89E+

2- 04 methylpropyl)ben

zene

Top 2- 150 567.67 1.90 8.34E-04 6.81E+

PHENYLETHYL 05 FORMATE

Top ETHYL 2- 174 479.20 1.12 1.62E-03 2.95E+

METHYL- 1,3- 05 DIOXOLANE-2- ACETATE

Top METHYL 2- 154 472.01 2.90 8.31E-04 5.68E+

OCTYNOATE 05

Top (2,2- 166 456.97 2.10 4.55E-02 1.00E+

DIMETHOXYET 04 HYL)BENZENE

Top 2- 200 450.33 5.13 2.41E-01 1.87E+

METHYLPENT 03 YL 2-

METHYLPENT ANOATE

Top (+-)-3,7- 158 421.15 3.78 3.45E-03 1.22E+

DIMETHYL-3- 05

OCTANOL Tvpc Molecular Volatility Ι.ο, Ρ Odor Threshold

PPM Weight ,μ /Ι air, «n- (Liy/I ain Value octanol/

ater.

Top (+-)-3- 176 421.09 2.64 2.72E-06 1.55E+ mercaptohexyl 08 acetate

Top 3-(4,4-dimethyl- 166 417.92 3.30 2.06E-03 2.03E+

1-cyclohexen-l- 05 yl)propanal

Top (lRS,2RS)-2-(2- 198 402.03 4.40 2.12E-02 1.90E+ methyl-2- 04 propanyl)cyclohe

xyl acetate (A) +

(lRS,2SR)-2-(2- methyl-2- propanyl)cyclohe

xyl acetate (B)

Top 1,1- 180 376.94 2.50 1.42E-02 2.65E+

DIMETHOXY-2- 04 PHENYLPROPA NE

Top (+-)-l,5- 196 339.21 4.04 7.40E-02 4.58E+

DIMETHYL-1- 03

VINYL-4-

HEXENYL

ACETATE

Top (+-)-l,5- 196 339.21 4.04 7.40E-02 4.58E+

DIMETHYL-1- 03 VINYL-4- HEXENYL ACETATE (A) +

1-P-MENTHEN- 8-YL ACETATE

(B)

Top (+-)- 182 330.48 3.92 5.32E-06 6.21E+

PERHYDRO- 07

4alpha,8Abeta-

DIMETHYL-4A-

NAPHTHALEN

OL Tvpc Molecu lar Volati l ity Log !' Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water ⁾

Top (+-)-3,7- 184 3.79 5.28E-04 o. luE+ dimethyl-6-octen- 05 1-yl formate (A)

+ (2E)-3,7- dimethyl-2,6- octadien- l-yl

formate (B)

Top (+-)-ethyl 2- 184 295.22 2.15 3.64E-03 8.10E+ acetyl-4-methyl- 04

4-pentenoate

Top (+-)-(4Z)-4- 184 278.83 3.02 3.69E-04 7.56E+ cycloocten- l-yl 05 methyl carbonate

Top methyl (2E)-2- 170 264.84 4.05 5.84E-02 4.53E+ nonenoate 03

Top (+-)-2,4- 176 263.73 3.02 5.04E-04 5.23E+ dimethyl-4- 05 phenyltetrahydrof

uran

Top (+-)-3,7- 184 262.84 4.16 1.72E-03 1.53E+

DIMETHYL-6- 05 OCTENYL FORMATE

Top ALLYL (3- 186 261.90 2.79 9.89E-05 2.65E+

METHYLBUTO 06 XY)ACETATE

(A) + (+-)- ALLYL (2- METHYLBUTO XY)ACETATE

(B)

Top hexyl (2E)-2- 184 256.81 4.80 1.16E-02 2.22E+ methyl-2- 04 butenoate Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight ,μ /Ι air, « n- ( Li y/I ain Value octanol/

ater.

Top (2RS,5SR)-6- 2U6 252.44 5.07 7.71E-03 3.27E+ ethyl-2,10,10- 04 trimethyl-1- oxaspiro [4.5 ] deca

-3,6-diene (A) +

(2RS,5RS)-6- ethyl-2,10,10- trimethyl-1- oxaspiro [4.5 ] deca

-3,6-diene (B)

Top (+-)-3- 148 227.83 2.34 3.89E-04 5.86E+

PHENYLBUTA 05 NAL

Top (3Z)-3-hexen-l-yl 196 210.68 4.22 5.17E-02 4.08E+

(3Z)-3-hexenoate 03

Top (Z)-3,7- 152 202.66 2.68 4.12E-03 4.92E+

DIMETHYL-2,6- 04

OCTADIENAL

(A) + (E)-3,7-

DIMETHYL-2,6-

OCTADIENAL

(B)

Top HEXANOIC 116 197.90 1.92 1.82E-02 1.09E+

ACID 04

Top 2-METHOXY-3- 194 195.24 4.27 1.18E-07 1.65E+

(4- 09

METHYLPENT YL)PYRAZINE

Top 2-METHOXY-4- 172 189.74 2.60 2.85E-02 6.66E+

PROPYL-1- 03 CYCLOHEXAN OL

Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octanol/

ater.

Top (+-)-CIS- 188 189.16 3.95 1.73E-05 1.U9E+

TETRAHYDRO- 07

METHYL-4-

METHYLENE-6-

PHENYL-2H-

PYRAN (A) + (+-

)-CIS-3,6-

DIHYDRO-4,6-

DIMETHYL-2-

PHENYL-2H-

PYRAN (B) + (+-

)-CIS-3,6-

DIHYDRO-2,4-

DIMETHYL-6-

PHENYL-2H-

PYRAN (C)

Top 4-PHENYL-2- 148 176.55 1.79 2.22E-04 7.95E+

BUTANONE 05

Top (3Z)-3-hexen-l-yl 182 168.78 3.96 9.92E-03 1.70E+

(2E)-2-methyl-2- 04 butenoate

Top 10-undecenal (A) 168 167.56 4.20 3.56E-04 4.71E+

+ 9-undecenal (B) 05

Top (lR,4R)-8- 186 155.12 2.99 3.43E-05 4.52E+

MERCAPTO-3- 06

P-

MENTHANONE

Top (+-)-2-phenyl-l- 136 142.19 1.74 3.62E-02 3.93E+ propanol 03

Top (+)-(3S)-3-[(lR)- 166 134.08 3.51 1.11E-03 1.21E+

4-methyl-3- 05 cyclohexen-1- yl]butanal (A) +

(+)-(3R)-3-[(lR)-

4-methyl-3- cyclohexen-1- yl]butanal Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Top 8-ISOPROPYL- 192 131.02 3.81 7.11E-05 1.84E+

6-METHYL- 06

BICYCLO[2.2.2]

OCT-5-ENE-2-

CARBALDEHY

DE

Top 5-METHYL-3- 143 128.04 2.45 8.80E-03 1.45E+

HEPTANONE 04 OXIME

Top BENZYL 164 113.60 2.35 2.81E-02 4.04E+

PROPANOATE 03

Top ETHYL 208 111.67 4.32 6.87E-05 1.63E+

TRICYCLO[5.2.1 06 .0.(2,6)]DECANE

-2-

CARBOXYLAT E

Top (+-)-(2E)-l- 192 110.53 3.65 1.04E-04 1.06E+

(2,6,6-trimethyl- 06 2-cyclohexen- l- yl)-2-buten-l-one

Middle (1RS,2RS,7SR,8S 162 99.95 2.53 1.23E-02 8.13E+

R)- 03 tricyclo[6.2.1.0-2

,7~]undec-9-en-3- one (A) +

(1RS,2SR,7RS,8S

R)- tricyclo[6.2.1.0-2

,7~]undec-9-en-3- one (B)

Middle (2E,6Z)-2,6- 140 98.76 2.68 3.22E-06 3.07E+

NONADIEN-1- 07

OL

Middle 4- 135 98.47 1.56 1.81E-05 5.44E+

METHOXYBEN 06 ZALDEHYDE

Middle 4- 136 98.47 1.56 1.81E-05 5.44E+

METHOXYBEN 06 ZALDEHYDE

Middle METHYL 2- 168 91.76 3.51 1.60E-03 5.74E+

NONYNOATE 04 Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai n Val ue oetanol/

water .

Middle (4- 150 89.41 1.99 6.46E-05 1.38L+

METHYLPHEN 06

OXY)ACETALD

EHYDE

Middle 7-methyl-2H- l,5- 142 89.26 3.40 5.05E-04 1.77E+ benzodioxepin- 05

3(4H)-one

Middle (E)-3,7- 196 85.23 3.99 3.57E-02 2.39E+

DIMETHYL-2,6- 03 OCTADIENYL ACETATE (A) +

3,7-DIMETHYL- 6-OCTENYL

ACETATE (B)

Middle GERANYL 196 85.23 3.99 3.57E-02 2.39E+

ACETATE (A) + 03 NERYL ACETATE (B)

Middle (E)-3,7- 196 79.23 3.99 3.57E-02 2.22E+

DIMETHYL-2,6- 03

OCTADIENYL

ACETATE

Middle 3,7-DIMETHYL- 163 78.89 3.17 3.10E-04 2.55E+

2,6- 05

NONADIENENI TRILE (A) + 3,7- DIMETHYL-3,6- NONADIENENI TRILE (B)

Middle ALLYL 3- 196 75.80 4.51 7.96E-03 9.53E+

CYCLOHEXYLP 03

ROPANOATE

Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Middle (+-)-4-methylene- 174 7U.5U 3.33 6.64E-06 1.UOE+

2- 07 phenyltetrahydro- 2H-pyran (A) +

(+-)-4-methyl-6- phenyl-3,6- dihydro-2H-pyran

(B) + (+-)-4- methyl-2-phenyl- 3,6-dihydro-2H- pyran (C)

Middle (+-)-(3E)-4- 192 68.11 4.06 5.30E-04 1.29E+

(2,6,6-trimethyl- 05 2-cyclohexen- l- yl)-3-buten-2-one

Middle (+-)-(E)-4- 170 64.15 3.63 6.78E-04 9.46E+

METHYL-3- 04

DECEN-5-OL

Middle 6(8)- 171 60.10 3.44 1.24E-04 4.84E+

ISOPROPYLQUI 05 NOLINE

Middle l-PHENYL-2-(l- 208 59.63 3.58 1.52E-03 3.93E+

PROPOXYETHO 04

XY)ETHANE

Middle (+-)- l,3- 220 50.65 3.02 1.06E-02 4.77E+

DIMETHYL-3- 03 PHENYLBUTYL ACETATE

Middle l-(4- 150 50.21 1.76 1.41E-04 3.57E+

METHOXYPHE 05

NYL)- 1-

ETHANONE"

Bottom (+-)- 208 48.90 5.24 8.15E-04 6.00E+

(lS,4aR,8S,8aR)- 04

2,2,6,8- tetramethyl- l,2,3,4,4a,5,8,8a- octahydro-1- naphthalenol Tvpe Molecu lar Volati l ity Log !' Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai r, Val ue octanol/

water ,

Bottom l-(3,3-dimethyl- 192 47.01 3.89 1.64E-06 2.87E+

1-cyclohexen- l- 07 yl)-4-penten- l- one (A) + l-(5,5- dimethyl-1- cyclohexen-l-yl)-

4-penten-l-one

(B)

Bottom ALLYL 198 47.01 2.62 4.66E-05 1.01E+

(CYCLOHEXYL 06 OXY)ACETATE

Bottom l-(5,5-dimethyl- 192 38.43 3.89 1.64E-06 2.34E+

1-cyclohexen- l- 07 yl)-4-penten- l- one

Bottom ethyl (2E,4Z)-2,4- 196 36.76 4.69 3.07E-04 1.20E+ decadienoate 05

Bottom (+-)-3,4'- 204 36.76 4.58 9.93E-04 3.70E+ dimethylspiro [oxi 04 rane-2,9'- tricyclo[6.2.1.0-2

,7~]undec[4]ene

Bottom (-)-(S)-l,8-P- 152 33.78 2.68 2.07E-02 1.63E+

MENTHADIEN- 03

7-OL

Bottom 7-methyl-2H- l,5- 190 32.27 3.53 6.05E-05 5.33E+ benzodioxepin- 05

3(4H)-one

Bottom 1-DECANOL 158 31.90 4.10 1.13E-02 2.83E+

03

Bottom 2-BENZYL- 220 29.99 3.39 5.26E-02 5.70E+

4,4,6- 02

TRIMETHYL- 1,3-DIOXANE

Bottom ETHYL (2E)- 194 25.34 4.25 1.49E-02 1.70E+

2,4,7- 03

DECATRIENOA TE

Bottom (2S,5R)-5- 169 22.29 2.81 5.52E-05 4.04E+ methyl-2-(2- 05 propanyl)cyclohe

xanone oxime Tvpe Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I air, Value octanol/

water,

Bottom (+-)-3-(4- 178 18.99 2.80 9.79E-03 1.94E+ methoxyphenyl)- 03

2-methylpropanal

Bottom (+-)-3-(3- 194 14.74 2.01 7.71E-04 1.91E+

ISOPROPYL-1- 04 PHENYL)BUTA

NAL

Bottom (1RS,2SR,8RS)- 236 11.75 5.51 1.51E-01 7.78E+

2-(8- 01

ISOPROPYL-6-

METHYL-

BICYCLO[2.2.2]

OCT-5-EN-2-

YL)-1,3-

DIOXOLANE

Bottom (3Z)-3-hexen-l-yl 204 11.05 4.21 4.37E-02 2.53E+ benzoate 02

Bottom 2-phenoxyethyl 208 10.05 2.82 3.01E-02 3.34E+

2- 02 methylpropanoate

Bottom ALLYL 192 9.94 2.04 1.22E-03 8.13E+

PHENOXYACE 03 TATE

Bottom (+-)-8-sec- 185 8.73 4.06 1.93E-04 4.53E+ butylquinoline 04 (A) + (+-)-6-sec- butylquinoline

(B)

Bottom diethyl cis-1,4- 228 8.51 2.65 2.87E-03 2.97E+ cyclohexanedicar 03 boxylate (A) +

diethyl trans- 1,4- cyclohexanedicar

boxylate (B)

Bottom (Z)-6-NONEN-l- 202 6.91 3.44 6.10E-04 1.13E+

OL 04

Bottom 7-PROPYL- 206 4.85 2.79 6.43E-05 7.54E+

2H,4H-1,5- 04 BENZODIOXEPI

N-3-ONE Tvpc Molecular Volatility l .og Odor Threshold

PPM Weight , μ /Ι air, « n- l iig/l ain Value octanol/

water,

Bottom 7-(2-methyl-2- 22Ό 4.37 2.97 1.53E-04 2.85E+ propanyl)-2H- 04 1,5- benzodioxepin- 3(4H)-one

Bottom (3Z)-3-hexen-l-yl 220 4.34 4.83 3.23E-04 1.34E+ salicylate 04

Bottom 2-(3- 197 3.83 2.87 1.29E-06 2.98E+

PHENYLPROPY 06 L)PYRIDINE

Bottom HEXYL 2- 222 3.82 5.55 5.50E-03 6.95E+

HYDROXYBEN 02

ZOATE

Bottom (+-)-(lE)-l- 232 3.01 4.86 7.14E-03 4.22E+

(2,6,6-trimethyl- 02

2- cyclohexen-l- yl)- 1 ,6-heptadien-

3- one (A) + (1E)- l-(2,6,6- trimethyl-1- cyclohexen-l-yl)- l,6-heptadien-3- one (B)

Bottom (2E)-2- 216 1.15 4.86 1.91E-03 6.01E+ benzylideneoctan 02 al

Bottom CYCLOHEXYLI 197 0.96 3.24 3.31E-04 2.88E+

DENE(PHENYL) 03 ACETONITRILE

Table 6: Perfuming Compounds Having a Fruity Note

Tvpc Molecular Volatility Log P Odor Threshold

PPM Weight , μ /Ι air, « n- l iig/l ain Value octanol/

water.

TOP ETHYL 116 132964.U 2.03 1.14E-04 1.17L+

ISOBUTYRATE 9 09

TOP BUTYL 116 117207.5 2.11 4.18E-01 2.80E+

ACETATE 2 05

TOP (+-)-ethyl 2- 130 83769.16 2.58 1.26E-04 6.67E+ methylbutanoate 08

TOP (+-HSOPROPYL 144 51367.63 2.85 8.42E-03 6.10E+

2- 06

METHYLBUTA NOATE

TOP 3- 130 51307.81 2.65 5.92E-02 8.67E+

METHYLBUTY 05 L ACETATE (A)

+ (+-)-2- METHYLBUTY L ACETATE (B)

TOP (+-)-ETHYL 2- 144 35090.18 3.05 3.84E-05 9.14E+

METHYLPENT 08

ANOATE

TOP (2E)-2- 98 33708.26 1.62 2.53E-03 1.33E+

HEXENAL 07

TOP 3-methyl-2-buten- 128 27705.98 2.19 5.58E-02 4.97E+

1-yl acetate 05

TOP 2-HEPTANONE 114 26409.73 2.09 5.85E-02 4.52E+

05

TOP METHYL 130 23345.90 2.65 8.43E-02 2.77E+

HEXANOATE 05

TOP 7-METHYL-3- 136 15094.56 5.33 4.12E-02 3.66E+

METHYLENE- 05

1,6-OCTADIENE

TOP 5-METHYL-3- 128 14141.42 2.43 9.87E-02 1.43E+

HEPTANONE 05

TOP (+)-LIMONENE 136 10216.93 5.40 1.29E-01 7.92E+

04

TOP (+-)-4-methyl-4- 170 9902.98 3.57 2.26E-01 4.39E+ penten-2-yl 2- 04 methylpropanoate

TOP (Z)-3-HEXENYL 128 9873.53 2.17 2.11E-03 4.68E+

FORMATE 06

TOP ETHYL 144 9675.10 3.12 9.11E-04 1.06E+

HEXANOATE 07 Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octanol/

water.

TOP ETHYL 145 9675.10 3.12 9.11E-04 l.uoE+

HEXANOATE 07

TOP 3-OCTANONE 128 6787.60 2.56 4.53E-02 1.50E+

05

TOP (+-)-methyl 2- 158 6677.64 3.37 1.74E-01 3.84E+ ethylhexanoate 04

TOP 2-OCTANONE 128 6639.71 2.60 5.37E-02 1.24E+

05

TOP (lR,5R)-4,7,7- 168 6351.47 4.48 7.99E-05 7.95E+ trimethyl-6- 07 thiabicyclo[3.2.1]

oct-3-ene (A) +

(lR,4R,5R)-4,7,7- trimethyl-6- thiabicyclo[3.2.1]

octane (B)

TOP (lR,5R)-4,7,7- 167 6351.47 4.48 7.99E-05 7.95E+ trimethyl-6- 07 thiabicyclo[3.2.1]

oct-3-ene (A) +

(lR,4R,5R)-4,7,7- trimethyl-6- thiabicyclo[3.2.1]

octane (B)

TOP (lR,5R)-4,7,7- 168 6351.47 4.48 7.99E-05 7.95E+ trimethyl-6- 07 thiabicyclo[3.2.1]

oct-3-ene (A) +

(lR,4R,5R)-4,7,7- trimethyl-6- thiabicyclo[3.2.1]

octane (B)

TOP (E)-2-HEXENYL 142 6062.68 2.59 2.08E-01 2.92E+

ACETATE 04

TOP 6-METHYL-5- 126 5775.94 2.05 1.06E-01 5.45E+

HEPTEN-2- ONE 04

TOP l-ISOBUTYL-3- 186 5265.61 4.19 1.62E+00 3.24E+

METHYLBUTY 03 L ACETATE

TOP (+-)-2,6- 154 4203.89 3.12 2.78E-01 1.51E+

DIMETHYL-7- 04 OCTEN-4-ONE Tvpc Molecular Volatility Log P Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li g/I ain Value octanol/

water)

TOP (2Z)-3-methyl-2- 156 4131.05 3.11 2.73E-02 1.51E+ hexen-l-yl 05 acetate (A) +

(2E)-3-methyl-2- hexen-l-yl

acetate (B)

TOP 3,7-DIMETHYL- 136 3480.57 4.91 2.57E-02 1.35E+

1,3,6- 05

OCTATRIENE

TOP ethyl heptanoate 158 3052.89 3.58 7.17E-03 4.26E+

05

TOP ETHYL 3- 130 2885.67 0.35 5.83E-02 4.95E+

OXOBUTANOA 04

TE (A) <=> (2Z)-

ETHYL 3-

HYDROXY-2-

BUTENOATE

(B)

TOP heptyl acetate 158 2814.34 3.69 1.32E-01 2.14E+

04

TOP 3- 158 2611.71 3.52 2.08E-01 1.26E+

METHYLBUTY 04 L BUTANOATE

(A) + 2-

METHYLBUTY L BUTANOATE

(B)

TOP PENTYL 158 2611.71 3.52 2.08E-01 1.26E+

BUTANOATE 04 (A) + 2-

METHYLBUTY L BUTANOATE

(B)

TOP PENTYL 159 2611.71 3.52 2.08E-01 1.26E+

BUTANOATE 04 (A) + 2-

METHYLBUTY L BUTANOATE

(B)

TOP (+-)-4- 100 2355.15 -0.12 6.62E-01 3.56E+

PENTANOLIDE 03 Tvpc Molecu lar Volati l ity Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value

oelanol/

water ⁾

TOP HEXYL 144 2316.U4 3.09 1.32E-01 1.75E+

ACETATE 04

TOP (+-)-2,6- 140 1889.68 3.15 2.11E-04 8.96E+

DIMETHYL-5- 06 HEPTENAL

TOP methyl 182 1879.01 3.63 9.00E-03 2.09E+

(lRS,2SR)-2,6,6- 05 trimethyl-3- cyclohexene-1- carboxylate (A) +

methyl

(lRS,2RS)-2,6,6- trimethyl-3- cyclohexene-1- carboxylate (B)

TOP (3Z)-3-hexen- l- 170 1674.15 3.59 7.85E-02 2.13E+ yl butyrate 04

TOP hexyl 2- 172 1661.18 4.31 7.15E-01 2.32E+ methylpropanoate 03

TOP ethyl (2E)-2,4- 156 1618.37 3.35 9.55E-03 1.69E+ dimethyl-2- 05 pentenoate

TOP 3- 102 1530.76 1.49 2.23E-04 6.87E+

METHYLBUTA 06 NOIC ACID

TOP (+-H-PENTYL- 170 1506.95 3.79 4.84E-02 3.12E+

2-PROPENYL 04 ACETATE

TOP (3Z)-hex-3-en-l- 158 1506.33 2.97 4.58E-02 3.29E+ yl methyl 04 carbonate

TOP 3,5,5- 186 1461.80 4.17 1.28E+00 1.14E+

TRIMETHYLHE 03 XYL ACETATE

TOP ETHYL 150 1285.12 2.51 1.54E-02 8.34E+

BENZOATE 04

TOP ALLYL 170 1235.24 4.16 1.75E-02 7.06E+

HEPTANOATE 04 Tvpc Molecular Volatility Log P Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li g/I ain Value octanol/

water.

TOP l-(3,3- 184 1129.46 4.01 2.05E-01 5.5uE+

DIMETHYL-1- 03 CYCLOHEXYL)

ETHYL FORMATE

TOP (2RS,4SR)-2- 160 1113.06 3.11 1.47E-03 7.57E+ methyl-4-propyl- 05 1,3-oxathiane (A)

+ (2RS,4RS)-2- methyl-4-propyl- 1,3-oxathiane (B)

TOP methyl 140 1091.46 2.02 2.80E-02 3.90E+ cyclopentylidenea 04 cetate

TOP (+-)-methyl 2,2- 182 1089.25 3.93 5.78E-04 1.88E+ dimethyl-6- 06 methylidenecyclo

hexanecarboxylat

e

TOP (Z)-3- 170 1073.97 3.57 4.54E-02 2.36E+

HEXENYL 04 ISOBUTYRATE

TOP (-)-PROPYL (S)- 202 995.16 3.17 4.98E-01 2.00E+

2-(U- 03

DIMETHYLPRO POXY)PROPAN

OATE

TOP ALLYL 156 941.49 3.62 4.58E-02 2.06E+

HEXANOATE 04

TOP (+-)-3,7- 154 896.72 2.94 8.89E-05 1.01E+ dimethyl- 1,6- 07 octadien-3-ol

TOP (+-)-(Z)-3- 184 833.05 3.84 1.96E-02 4.24E+

HEXENYL 2- 04 METHYLBUTA NOATE

TOP octyl acetate 172 666.51 4.29 1.76E-01 3.78E+

03 Tvpc Molecular Volatility Log P Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li g/I ain Value octanol/

water.

TOP (A) + (+-)- 1S2 659.22 3.71 7.24E-02 9.11E+

3,5,6,6- 03 tetramethyl-4- methylidene-2- heptanone (B) +

(+-)-(4E)- 3,4,5,6,6- pentamethyl-4- hepten-2-one (C)

+ (+-M3Z)- 3,4,5,6,6- pentamethyl-3- hepten-2-one (D)

+ (+-)-(3E)- 3,4,5,6,6- pentamethyl-3- hepten-2-one (E)

TOP l-METHOXY-4- 150 629.29 4.02 5.37E-04 1.17E+

PROPYLBENZE 06 NE

TOP (+-)-(3-methoxy- 164 587.76 3.57 1.51E-02 3.89E+

2- 04 methylpropyl)ben

zene

TOP 2- 150 567.67 1.90 8.34E-04 6.81E+

PHENYLETHYL 05 FORMATE

TOP (+-)-2- 154 560.22 3.62 1.28E-03 4.38E+ pentylcyclopentan 05 one

TOP METHYL 150 555.30 1.98 3.21E-04 1.73E+

PHENYLACETA 06

TE

TOP (+)-(lR)-l,7,7- 153 555.04 2.50 1.72E-01 3.23E+

TRIMETHYL- 03 BICYCLO[2.2.1]

HEPTAN-2-ONE

TOP 3-(2,2- 149 516.21 3.17 2.82E-03 1.83E+

DIMETHYLPRO 05 PYL)PYRIDINE

TOP benzyl acetate 150 507.38 2.04 5.24E-03 9.68E+

04 Ί ^' νιν Molecu lar Volati l ity Ι .ο, Ρ Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li y/I ai n Val ue octanol/

water .

TOP 2- 17U 489.45 4.25 4.49E-02 1.U9E+

CYCLOHEXYL 04

ETHYL

ACETATE

TOP ETHYL 2- 174 479.20 1.12 1.62E-03 2.95E+

METHYL- 1,3- 05 DIOXOLANE-2- ACETATE

TOP 1 -PHENYL- 1- 122 470.00 1.42 2.98E-01 1.58E+

ETHANOL 03

TOP 2- 200 450.33 5.13 2.41E-01 1.87E+

METHYLPENT 03 YL 2-

METHYLPENT ANOATE

TOP (+-)-2- 153 439.00 3.67 7.83E-02 5.61E+ propylheptanenitr 03 ile

TOP (+-)-3- 175 421.09 2.64 2.72E-06 1.55E+ mercaptohexyl 08 acetate

TOP (+-)-3- 176 421.09 2.64 2.72E-06 1.55E+ mercaptohexyl 08 acetate

TOP (+-)-l,5- 196 409.40 4.04 7.40E-02 5.53E+

DIMETHYL-1- 03 VINYL-4- HEXENYL ACETATE

TOP (lRS,2RS)-2-(2- 198 402.03 4.40 2.12E-02 1.90E+ methyl-2- 04 propanyl)cyclohe

xyl acetate (A) +

(lRS,2SR)-2-(2- methyl-2- propanyl)cyclohe

xyl acetate (B)

TOP (+-H- 164 387.96 2.22 4.43E-02 8.75E+

PHENYLETHYL 03 ACETATE Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octancl/

ater.

TOP 192 379.51 4.29 2.79E-02 1.36E+

(2RS,5SR,9RS,10 04 SR)-2,6,9,10- tetramethyl-1- oxaspiro [4.5 ] deca

-3,6-diene (A) +

(2RS,5RS,9SR,10

RS)-2,6,9,10- tetramethyl-1- oxaspiro [4.5 ] deca

-3,6-diene (B) +

(2RS,5RS,9RS,10

SR)-2,6,9,10- tetramethyl-1- oxaspiro [4.5 ] deca

-3,6-diene (C) +

(2RS,5SR,9SR,10

RS)-2,6,9,10- tetramethyl-1- oxaspiro [4.5 ] deca

-3,6-diene (D)

TOP ETHYL 2,6,6- 195 368.81 3.16 4.40E-03 8.38E+

TRIMETHYL- 04

1,3-

CYCLOHEXADI ENE-1-

CARBOXYLAT E

TOP (+-)-l,5- 196 339.21 4.04 7.40E-02 4.58E+

DIMETHYL-1- 03 VINYL-4- HEXENYL ACETATE

TOP (+-)-3,7- 184 322.28 3.79 5.28E-04 6.10E+ dimethyl-6-octen- 05 1-yl foraiate (A)

+ (2E)-3,7- dimethyl-2,6- octadien-l-yl

foraiate (B) Tvpc Molecu lar Volati l ity Ι .ο, Ρ Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li y/I ai n Val ue octancl/

water ⁾

TOP (+-)-ethyl 2- 184 295.22 2.15 3.64E-03 8.1UL+ acetyl-4-methyl- 04 4-pentenoate

TOP cis-4-(2-methyl- 198 291.85 4.47 5.43E-02 5.37E+

2- 03 propanyl)cyclohe

xyl acetate (A) +

trans-4-(2- methyl-2- propanyl)cyclohe

xyl acetate (B)

TOP ETHYL 164 269.77 2.10 4.19E-04 6.44E+

PHENYLACETA 05 TE

TOP (+-)-2,2,5- 196 265.42 4.63 3.25E-02 8.16E+ trimethyl-5- 03 pentylcyclopentan

one

TOP methyl (2E)-2- 170 264.84 4.05 5.84E-02 4.53E+ nonenoate 03

TOP (+-)-2,4- 176 263.73 3.02 5.04E-04 5.23E+ dimethyl-4- 05 phenyltetrahydrof

uran

TOP (+-)-3,7- 184 262.84 4.16 1.72E-03 1.53E+

DIMETHYL-6- 05 OCTENYL FORMATE

TOP ALLYL (3- 186 261.90 2.79 9.89E-05 2.65E+

METHYLBUTO 06 XY)ACETATE

(A) + (+-)- ALLYL (2- METHYLBUTO XY)ACETATE

(B)

TOP hexyl (2E)-2- 184 256.81 4.80 1.16E-02 2.22E+ methyl-2- 04 butenoate Tvpc Molecular Volatility Log P Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li g/I ain Value octanol/

water.

TOP (2RS,5SR)-6- 2U6 252.44 5.07 7.71E-03 3.27E+ ethyl-2,10,10- 04 trimethyl-1- oxaspiro [4.5 ] deca

-3,6-diene (A) +

(2RS,5RS)-6- ethyl-2,10,10- trimethyl-1- oxaspiro [4.5 ] deca

-3,6-diene (B)

TOP cis-4-(2-methyl- 198 229.76 4.18 2.33E-02 9.87E+

2- 03 propanyl)cyclohe

xyl acetate (A) +

trans-4-(2- methyl-2- propanyl)cyclohe

xyl acetate (B)

TOP (3Z)-3-hexen-l- 196 210.68 4.22 5.17E-02 4.08E+ yl (3Z)-3- 03 hexenoate

TOP (Z)-3,7- 152 202.66 2.68 4.12E-03 4.92E+

DIMETHYL-2,6- 04

OCTADIENAL

(A) + (E)-3,7-

DIMETHYL-2,6-

OCTADIENAL

(B)

TOP 2- 164 201.26 2.49 2.14E-03 9.38E+

PHENYLETHYL 04 ACETATE

TOP 1,1-DIMETHYL- 192 198.02 3.45 5.16E-02 3.84E+

2- 03

PHENYLETHYL ACETATE

TOP l-methoxy-4- 148 184.60 3.58 1.23E-03 1.51E+

[(lE)-l-propen-l- 05 yl] benzene

TOP 4-PHENYL-2- 148 176.55 1.79 2.22E-04 7.95E+

BUTANONE 05 Tvpc Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai n Val ue oetanol/

water .

TOP 4- 178 167.81 3.03 1.66E-05 1.U1E+

METHYLPHEN 07 YL

ISOBUTYRATE

TOP 2- 122 159.75 1.41 1.02E-04 1.56E+

PHENYLETHAN 06 OL

TOP (lR,4R)-8- 186 155.12 2.99 3.43E-05 4.52E+

MERCAPTO-3- 06 P-

MENTHANONE

TOP (+-)-(E)- l-(2,2- 192 152.99 4.11 3.73E-03 4.10E+

DIMETHYL-6- 04 METHYLENE- 1 - CYCLOHEXYL)

-2-BUTEN-l- ONE

TOP (2E)- 1- 192 143.53 4.13 1.70E-05 8.44E+

[(1RS.2SR)- 06 2,6,6-trimethyl-3- cyclohexen- 1 - yl] - 2-buten-l-one

TOP [2-(l- 270 136.67 2.96 1.59E-03 8.59E+

ETHOXYETHO 04 XY)ETHYL]BE

NZENE (A) +

1, 1-BIS(2- PHENYLETHOX

Y)ETHANE (B)

TOP 3,7-DIMETHYL- 198 128.72 4.22 2.75E-02 4.68E+

6-OCTENYL 03

ACETATE

TOP 5-METHYL-3- 143 128.04 2.45 8.80E-03 1.45E+

HEPTANONE 04 OXIME

TOP (2Z)-3,7- 196 123.21 3.81 6.02E-02 2.05E+ dimethyl-2,6- 03 octadien- l-yl

acetate Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai n Val ue oetanol/

water .

TOP (2E)- l-(2,6,6- 190 119.10 3.27 1.68E-05 7.U9L+ trimethyl- 1,3- 06 cyclohexadien- 1 - yl)-2-buten-l-one

TOP 2,4,6- 206 113.83 2.90 7.82E-03 1.46E+

TRIMETHYL-4- 04

PHENYL- 1,3-

DIOXANE

TOP BENZYL 164 113.60 2.35 2.81E-02 4.04E+

PROPANOATE 03

TOP (+-)-(2E)- l- 192 113.31 3.65 1.04E-04 1.09E+

(2,6,6-trimethyl- 06 2-cyclohexen- l- yl)-2-buten-l-one

TOP ETHYL 208 111.67 4.32 6.87E-05 1.63E+

TRICYCLO[5.2.1 06 .0.(2,6)]DECANE

-2-

CARBOXYLAT E

TOP (+-)-(2E)- l- 192 110.53 3.65 1.04E-04 1.06E+

(2,6,6-trimethyl- 06 2-cyclohexen- l- yl)-2-buten-l-one

TOP 3- 192 110.11 4.31 1.38E-02 7.96E+

METHYLBUTY 03 L 2-

PHENYLETHYL ETHER

TOP (+-)-4- 142 108.41 1.80 2.32E-05 4.67E+

OCTANOLIDE 06

TOP HEXYL 200 105.52 5.56 9.98E-02 1.06E+

HEXANOATE 03

Middle (2RS,4SR)-4- 176 99.84 3.47 1.04E-03 9.61E+ methyl-2- 04 phenyltetrahydro- 2H-pyran (A) +

(2RS,4RS)-4- methyl-2- phenyltetrahydro- 2H-pyran (B) Tvpc Molecular Volatility Log Odor Threshold

PPM Weight ,μ /Ι air, « n- ( Li g/I ain Value octanol/

water.

Middle lncyclo|_5.2.1.U~2 192 96.53 3.73 7.19E-04 1.34L+

,6~]dec-3-en-8-yl 05 acetate (A) +

tricyclo[5.2.1.0-2

,6~]dec-4-en-8-yl

acetate (B)

Middle 3-HYDROXY-2- 126 92.42 0.11 4.17E-04 2.22E+

METHYL-4(4H)- 05 PYRANONE

Middle (2E)-l-(2,6,6- 190 91.38 3.33 3.00E-06 3.04E+ trimethyl-1,3- 07 cyclohexadien- 1 - yl)-2-buten-l-one

Middle (E)-3,7- 196 85.23 3.99 3.57E-02 2.39E+

DPMETHYL-2,6- 03 OCTADIENYL ACETATE (A) +

3,7-DIMETHYL- 6-OCTENYL

ACETATE (B)

Middle GERANYL 196 85.23 3.99 3.57E-02 2.39E+

ACETATE (A) + 03 NERYL ACETATE (B)

Middle (E)-3,7- 196 85.23 3.99 3.57E-02 2.39E+

DPMETHYL-2,6- 03

OCTADIENYL

ACETATE

Middle (2E)-l-(2,6,6- 192 81.66 3.63 2.18E-04 3.75E+ trimethyl-1- 05 cyclohexen-l-yl)- 2-buten-l-one

Middle 4- 170 79.34 3.93 2.83E-02 2.81E+

CYCLOHEXYL- 03

2-METHYL-2-

BUTANOL

Middle (E)-3,7- 196 79.23 3.99 3.57E-02 2.22E+

DIMETHYL-2,6- 03

OCTADIENYL

ACETATE Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Middle ALLYL 3- 196 75.80 4.51 7.96E-03 9.53E+

CYCLOHEXYLP 03

ROPANOATE

Middle 2- 206 71.44 3.69 3.85E-02 1.86E+

PHENYLETHYL 03 PrVALATE

Middle 2- 192 67.38 3.16 6.70E-03 1.01E+

PHENYLETHYL 04 ISOBUTYRATE

Middle (+-)-(E)-4- 170 64.15 3.63 6.78E-04 9.46E+

METHYL-3- 04 DECEN-5-OL

Middle (+-)-(3E)-4- 192 64.00 4.22 5.08E-04 1.26E+

(2,6,6-trimethyl- 05 2-cyclohexen- l- yl)-3-buten-2-one

(A) + (3E)-4- (2,6,6-trimethyl- 1-cyclohexen- l- yl)-3-buten-2-one

(B) ;

Middle BENZYL 3- 192 63.56 3.45 7.31E-03 8.70E+

METHYLBUTA 03

NOATE

Middle METHYL (E)-3- 162 61.65 2.56 3.13E-03 1.97E+

PHENYL-2- 04

PROPENOATE

Middle (+-)-6- 142 57.43 1.47 2.17E-04 2.65E+ propyltetrahydro- 05 2H-pyran-2-one

Middle (+-)-l,3- 220 50.65 3.02 1.06E-02 4.77E+

DIMETHYL-3- 03 PHENYLBUTYL ACETATE

Bottom (+-)- 208 48.90 5.24 8.15E-04 6.00E+

(lS,4aR,8S,8aR)- 04

2,2,6,8- tetramethyl- l,2,3,4,4a,5,8,8a- octahydro-1- naphthalenol Tvpe Molecular Volatility Ι.ο, Ρ Odor Threshold

PPM Weight ,μ /Ι air, «n- (Liy/I ain Value octanol/

ater.

Bottom 2-ETHYL-3- 141 48.86 0.76 6.45E-05 7.57E+

HYDROXY- 05 4(4H)-

PYRANONE

Bottom ALLYL 198 47.01 2.62 4.66E-05 1.01E+

(CYCLOHEXYL 06 OXY)ACETATE

Bottom l-(3,3-dimethyl- 192 47.01 3.89 1.64E-06 2.87E+

1-cyclohexen-l- 07 yl)-4-penten-l- one (A) + l-(5,5- dimethyl-1- cyclohexen-l-yl)-

4-penten-l-one

(B)

Bottom l-(5,5-dimethyl- 192 38.43 3.89 1.64E-06 2.34E+

1-cyclohexen-l- 07 yl)-4-penten-l- one

Bottom (+-)-2- 206 37.73 3.64 8.56E-03 4.41E+

PHENYLETHYL 03 2-

METHYLBUTA NOATE

Bottom ethyl (2E,4Z)-2,4- 196 36.76 4.69 3.07E-04 1.20E+ decadienoate 05

Bottom (+-)-3,4'- 204 36.76 4.58 9.93E-04 3.70E+ dimethylspiro [oxi 04 rane-2,9'- tricyclo[6.2.1.0-2

,7~]undec[4]ene

Bottom (+-)-(3E)-3- 206 36.33 4.83 1.92E-04 1.89E+ methyl-4-(2,6,6- 05 trimethyl-2- cyclohexen-l-yl)- 3-buten-2-one (A)

+ (+-)-(lE)-l- (2,6,6-trimethyl- 2-cyclohexen-l- yl)-l-penten-3- one (B) Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Bottom (+-)-(E)-3- 2U6 36.33 4.83 1.92E-04 1.89E+

METHYL-4- 05 (2,6,6-

TRIMETHYL-2- CYCLOHEXEN-

1- YL)-3-BUTEN-

2- ONE

Bottom TRICYCLO[5.2.1 206 35.82 4.38 2.44E-04 1.47E+

.0(2,6)]DEC-3- 05 EN-8-YL

PROPANOATE

(A) +

TRICYCLO[5.2.1

.0(2,6)]DEC-4- EN-8-YL

PROPANOATE

(B)

Bottom 1, 1-DIMETHYL- 220 34.65 4.42 2.68E-02 1.29E+

2- 03

PHENYLETHYL BUTANOATE

Bottom (+-)-(3E)-3- 206 34.44 4.28 1.70E-04 2.03E+ methyl-4-(2,6,6- 05 trimethyl-2- cyclohexen-l-yl)- 3-buten-2-one (A)

+ (+-)-(lE)- l- (2,6,6-trimethyl- 2-cyclohexen- l- yl)- l-penten-3- one (B)

Bottom BENZYL (E)-2- 190 33.88 3.32 3.07E-04 1.11E+

METHYL-2- 05

BUTENOATE

Bottom (+-)-4- 156 27.42 2.45 1.45E-04 1.89E+

NONANOLIDE 05 Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai r, Val ue octanol/

water ,

Bottom 22Ό 26.90 4.79 2.26E-03 1.19E+

(1RS,2RS,6RS,7 04 RS,8SR)- tricyclo[5.2.1.0-2

,6~]dec-4-en-8-yl

2- methylpropanoate

(A) +

(1RS,2SR,6RS,7

RS,8SR)- tricyclo[5.2.1.0-2

,6~]dec-3-en-8-yl

2- methylpropanoate

(B)

Bottom 9-DECEN- l-OL 156 26.88 3.70 8.92E-03 3.01E+

03

Bottom ETHYL (2E)- 194 25.34 4.25 1.49E-02 1.70E+

2,4,7- 03

DECATRIENOA TE

Bottom 5- 156 23.87 1.82 1.16E-05 2.06E+

NONANOLIDE 06

Bottom (+-)-(E)-TRANS- 206 22.11 4.05 9.26E-04 2.39E+ alpha-IRONE (A) 04 + (+-)-(E)-CIS- alpha-IRONE (B)

+ (+-)-(E)-beta- IRONE (C)

Bottom (+-)-TRANS-3- 170 21.05 2.59 8.33E-04 2.53E+

METHYL-4- 04

NONANOLIDE

Bottom ETHYL (E)-3- 176 20.55 3.00 2.38E-05 8.62E+

PHENYL-2- 05

PROPENOATE

Bottom (E)-3-PHENYL- 176 20.47 2.52 1.87E-04 1.10E+

2-PROPENYL 05

ACETATE

Bottom 4- 180 17.59 2.18 9.24E-05 1.90E+

METHOXYBEN 05 ZYL ACETATE Tvpe Molecu lar Volati l ity Ι .ο, Ρ Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li y/I ai r, Val ue octanol/

water ,

Bottom 1,5,9- 238 14.74 5.28 3.28E-04 4.49E+

TRIMETHYL- 04 4,8-

DECADIENYL ACETATE

Bottom ETHYL 2,3- 206 12.97 2.30 2.28E-05 5.68E+

EPOXY-3- 05 PHENYLBUTA NOATE

Bottom (+-)-2,2,2- 268 11.96 3.20 1.15E-03 1.04E+

TRICHLORO- 1- 04 PHENYLETHYL ACETATE

Bottom (3Z)-3-hexen-l-yl 204 11.05 4.21 4.37E-02 2.53E+ benzoate 02

Bottom (+-)-4- 170 10.49 3.02 1.61E-04 6.51E+

DECANOLIDE 04

Bottom 2-phenoxyethyl 208 10.05 2.82 3.01E-02 3.34E+

2- 02 methylpropanoate

Bottom ALLYL 192 9.94 2.04 1.22E-03 8.13E+

PHENOXYACE 03 TATE

Bottom (+-)-6- 170 9.61 2.22 3.72E-05 2.58E+ pentyltetrahydro- 05 2H-pyran-2-one

Bottom diethyl cis-1,4- 228 8.51 2.65 2.87E-03 2.97E+ cyclohexanedicar 03 boxylate (A) +

diethyl trans- 1,4- cyclohexanedicar

boxylate (B)

Bottom (E)-3-PHENYL- 190 8.14 3.09 1.28E-04 6.35E+

2-PROPENYL 04

PROPANOATE

Bottom (+-)-(E)-8- 168 6.89 2.70 5.14E-04 1.34E+

DECEN-5- 04 OLIDE (A) + (+- )-(Z)-8-DECEN- 5-OLIDE (B) Tvpc Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Bottom 8(9)-METHOXY- 193 5.87 5.00 4.02E-05 1.46E+

TRICYCLO[5.2.1 05 .0(2,6)]DECANE

-3(4)-

CARBALDEHY DE

Bottom 4-(4- 178 5.58 2.06 5.88E-06 9.49E+

METHOXYPHE 05

NYL)-2-

BUTANONE

Bottom 6- 184 4.64 3.00 5.85E-05 7.93E+ hexyltetrahydro- 04 2H-pyran-2-one

Bottom (+)-(lS,l'R)-2-[l- 284 4.39 5.46 3.69E-04 1.19E+

(3·,3·- 04

DIMETHYL-Γ-

CYCLOHEXYL)

ETHOXY]-2-

METHYLPROP

YL

PROPANOATE

Bottom (+)- 218 4.14 4.39 6.32E-04 6.54E+

(1S,2S,3S,5R)- 03 2,6,6- trimethylspiro [bic

yclo[3.1.1]heptan

e-3,1'- cyclohexane]-2'- en-4'-one

Bottom HEXYL 2- 222 3.82 5.55 5.50E-03 6.95E+

HYDROXYBEN 02

ZOATE

Bottom (+-)-5- 184 3.67 3.32 3.16E-05 1.16E+ heptyldihydro- 05 2(3H)-furanone Tvpe Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight ,μ /Ι air, « n- ( Li g/I ain Value oetancl/

water.

Bottom (+-)-(lE)-l- 232 3.01 4.86 7.14E-03 4.22E+

(2,6,6-trimethyl- 02

2- cyclohexen-l- yl)- 1 ,6-heptadien-

3- one (A) + (1E)- l-(2,6,6- trimethyl-1- cyclohexen-l-yl)- l,6-heptadien-3- one (B)

Bottom 9- 192 2.10 2.29 1.42E-04 1.48E+

ETHYLIDENE- 04 3-

OXATRICYCLO

[6.2.1.0(2,7)]UN

DECAN-4-ONE

(A) + 10-

ETHYLIDENE-

3-

OXATRICYCLO

[6.2.1.0(2,7)]...(B

)

Bottom (l'R)-2-[2-(4'- 220 2.05 5.19 1.66E-04 1.24E+

METHYL-3'- 04 CYCLOHEXEN- r-

YL)PROPYL]CY

CLOPENTANO

NE

Bottom (E)-2- 206 1.85 2.56 4.08E-07 4.54E+

METHOXY-4-(l- 06 PROPENYL)PH

ENYL ACETATE

Bottom (+-)-4,6,6,7,8,8- 258 1.59 6.57 2.62E-04 6.08E+ hexamethyl- 03

1,3,4,6,7,8- hexahydrocyclope

nta[g]isochromen

e Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue oetanol/

water .

Bottom methyl 224 1.59 2.33 5.56E-03 2.86L+

{ (lRS,2RS)-3- 02 oxo-2-[(2Z)-2- penten- 1- yl] cyclopentyl } ac

etate

Bottom (+-)-5- 198 1.44 3.82 2.85E-05 5.05E+ octyldihydro- 04 2(3H)-furanone

Bottom (2E)-2- 216 1.15 4.86 1.91E-03 6.01E+ benzylideneoctan 02 al

Bottom 4-formyl-2- 222 1.01 1.90 7.33E-05 1.38E+ methoxyphenyl 2- 04 methylpropanoate

Bottom (+-)-6- 198 0.90 3.42 1.27E-04 7.06E+ heptyltetrahydro- 03 2H-pyran-2-one

Bottom BENZYL 212 0.85 3.64 3.67E-02 2.31E+

BENZOATE 01

Bottom BENZYL 213 0.85 3.64 3.67E-02 2.31E+

BENZOATE 01

Bottom (10E)- 252 0.74 6.15 4.77E-04 1.55E+ oxacycloheptadec 03 - 10-en-2-one

Bottom (E)-2-PENTYL- 202 0.68 4.30 3.64E-04 1.87E+

3-PHENYL-2- 03

PROPENAL

Bottom 4-(4-HYDROXY- 164 0.36 0.93 2.05E-07 1.75E+ l-PHENYL)-2- 06

BUTANONE

Bottom 2- 240 0.20 3.59 9.08E-04 2.24E+

PHENYLETHYL 02 PHENYLACETA TE Table 7: Perfuming Compounds Having a Citrus Note

Tvpc Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai r, Val ue octanol/

water ,

Top (+-)-3,7- 154 896.72 2.94 8.89E-05 1.U1E+ dimethyl- 1,6- 07 octadien-3-ol

Top (+-)-3,7- 154 896.72 2.94 8.89E-05 1.01E+ dimethyl- 1,6- 07 octadien-3-ol

Top (E)-4-DECENAL 154 691.34 3.73 7.59E-05 9.11E+

06

Top octyl acetate 172 666.51 4.29 1.76E-01 3.78E+

03

Top (A) + (+-)- 182 659.22 3.71 7.24E-02 9.11E+

3,5,6,6- 03 tetramethyl-4- methylidene-2- heptanone (B) +

(+-)-(4E)-

3,4,5,6,6- pentamethyl-4- hepten-2-one (C)

+ (+-)-(3Z)-

3,4,5,6,6- pentamethyl-3- hepten-2-one (D)

+ (+-M3E)-

3,4,5,6,6- pentamethyl-3- hepten-2-one (E)

Top (+-)-(3-methoxy- 164 587.76 3.57 1.51E-02 3.89E+

2- 04 methylpropyl)ben

zene

Top 2- 150 567.67 1.90 8.34E-04 6.81E+

PHENYLETHYL 05 FORMATE

Top (+-)-2- 153 439.00 3.67 7.83E-02 5.61E+ propylheptanenitr 03 ile

Top (+-)- l,5- 196 409.40 4.04 7.40E-02 5.53E+

DIMETHYL-1- 03

VINYL-4-

HEXENYL

ACETATE Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octanol/

ater.

Top (+-)- !- 164 387.96 2.22 4.43E-02 b. ^" 5L .

PHENYLETHYL 03 ACETATE

Top (+-)-l,5- 196 339.21 4.04 7.40E-02 4.58E+

DIMETHYL-1- 03

VINYL-4-

HEXENYL

ACETATE

Top cis-4-(2-methyl- 198 291.85 4.47 5.43E-02 5.37E+

2- 03 propanyl)cyclohe

xyl acetate (A) +

trans-4-(2- methyl-2- propanyl)cyclohe

xyl acetate (B)

Top (Z)-3,7- 168 283.43 3.54 1.38E-03 2.05E+

DIMETHYL-1,6- 05 NONADIEN-3- OL (A) + (E)-3,7- DIMETHYL-1,6- NONADIEN-3- OL (B)

Top ALLYL (3- 186 261.90 2.79 9.89E-05 2.65E+

METHYLBUTO 06 XY)ACETATE

(A) + (+-)- ALLYL (2- METHYLBUTO XY)ACETATE

(B)

Top (Z)-3,7- 152 202.66 2.68 4.12E-03 4.92E+

DIMETHYL-2,6- 04

OCTADIENAL

(A) + (E)-3,7-

DIMETHYL-2,6-

OCTADIENAL

(B) Ί ^' νιν Molecu lar Volati l ity Log Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Middle (2RS,4SR)-4- 176 99.84 3.47 1.04E-03 9.61E+ methyl-2- 04 phenyltetrahydro- 2H-pyran (A) +

(2RS,4RS)-4- methyl-2- phenyltetrahydro- 2H-pyran (B)

Middle tricyclo[5.2.1.0-2 192 96.53 3.73 7.19E-04 1.34E+

,6~]dec-3-en-8-yl 05 acetate (A) +

tricyclo[5.2.1.0-2

,6~]dec-4-en-8-yl

acetate (B)

Middle 3,7-DIMETHYL- 154 89.88 2.97 7.69E-04 1.17E+

2,6-OCTADIEN- 05 1-OL

Middle (E)-3,7- 154 89.88 2.97 7.69E-04 1.17E+

DIMETHYL-2,6- 05

OCTADIEN- 1-

OL

Middle CITRONELLOL 154 89.88 2.97 7.69E-04 1.17E+

(A) + 05

GERANIOL (B)

Middle (E)-3,7- 154 89.88 2.97 7.69E-04 1.17E+

DIMETHYL-2,6- 05

OCTADIEN- 1-

OL

Middle (Z)-3,7- 154 86.02 2.91 1.56E-02 5.51E+

DIMETHYL-2,6- 03

OCTADIEN- 1-

OL

Middle 4- 170 79.34 3.93 2.83E-02 2.81E+

CYCLOHEXYL- 03

2-METHYL-2-

BUTANOL

Middle (+-)-3,7- 158 76.57 4.24 4.59E-02 1.67E+

DIMETHYL-1- 03

OCTANOL

Middle 3,7-DIMETHYL- 154 67.92 2.97 7.69E-04 8.83E+

2,6-OCTADIEN- 04 1-OL Tvpe Molecular Volatility Log P Odor Threshold

PPM Weight ,μ /Ι air, «n- (Lig/I ain Value octanol/

water.

Middle (+-)-6- 142 57.43 1.47 2.17E-04 2.65E+ propyltetrahydro- 05 2H-pyran-2-one

Bottom (+-)-(3E)-3- 206 36.33 4.83 1.92E-04 1.89E+ methyl-4-(2,6,6- 05 trimethyl-2- cyclohexen-l-yl)-

3-buten-2-one (A)

+ (+-)-(lE)-l-

(2,6,6-trimethyl-

2-cyclohexen-l- yl)-l-penten-3- one (B)

Bottom TRICYCLO[5.2.1 206 35.82 4.38 2.44E-04 1.47E+

.0(2,6)]DEC-3- 05 EN-8-YL

PROPANOATE

(A) +

TRICYCLO[5.2.1

.0(2,6)]DEC-4- EN-8-YL

PROPANOATE

(B)

Bottom (+-)-(3E)-3- 206 34.44 4.28 1.70E-04 2.03E+ methyl-4-(2,6,6- 05 trimethyl-2- cyclohexen-l-yl)-

3-buten-2-one (A)

+ (+-)-(lE)-l-

(2,6,6-trimethyl-

2-cyclohexen-l- yl)-l-penten-3- one (B)

Bottom 9-DECEN-l-OL 156 26.88 3.70 8.92E-03 3.01E+

03

Bottom 2- 172 22.67 3.82 3.57E-03 6.35E+

ETHOXYNAPH 03 THALENE Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octanol/

water.

Bottom 3H3,3-dimethyl- 181 13.68 4.63 4.00E-03 3.42E+

2,3-dihydro-lH- 03 inden-5- yl)propanal (A) +

3-(l,l-dimethyl- 2,3-dihydro-lH- inden-4- yl)propanal (B) +

3-(l,l-dimethyl- 2,3-dihydro-lH- inden-5- yl)propanal (C)

Bottom (+-)-2,2,2- 268 11.96 3.20 1.15E-03 1.04E+

TRICHLORO-1- 04 PHENYLETHYL ACETATE

Bottom (3Z)-3-hexen-l-yl 204 11.05 4.21 4.37E-02 2.53E+ benzoate 02

Bottom 8(9)-METHOXY- 193 5.87 5.00 4.02E-05 1.46E+

TRICYCLO[5.2.1 05 .0(2,6)]DECANE

-3(4)-

CARBALDEHY DE

Bottom (+-)-(3,7- 198 4.70 4.33 8.95E-04 5.26E+

DIMETHYL-6- 03

OCTENYLOXY)

ACETALDEHY

DE

Bottom (+-)-(3,7- 198 4.70 4.33 8.95E-04 5.26E+

DIMETHYL-6- 03

OCTENYLOXY)

ACETALDEHY

DE

Bottom HEXYL 2- 222 3.82 5.55 5.50E-03 6.95E+

HYDROXYBEN 02

ZOATE

Bottom methyl 2- 226 2.12 2.92 5.77E-04 3.67E+

((lRS,2RS)-3- 03 oxo-2- pentylcyclopentyl

) acetate Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight ,μ /Ι air, « n- ( Li y/I ain Value octanol/

ater.

Bottom 9- 192 2.10 2.29 1.42E-04 1.48E+

ETHYLIDENE- 04 3-

OXATRICYCLO

[6.2.1.0(2,7)]U

DECAN-4-ONE

(A) + 10-

ETHYLIDENE-

3-

OXATRICYCLO

[6.2.1.0(2,7)]...(B

)

Bottom (E)-2- 206 1.85 2.56 4.08E-07 4.54E+

METHOXY-4-(l- 06 PROPENYL)PH

ENYL ACETATE

Bottom BENZYL 213 0.85 3.64 3.67E-02 2.31E+

BENZOATE 01

Bottom (10E)- 252 0.74 6.15 4.77E-04 1.55E+ oxacycloheptadec 03 -10-en-2-one

Bottom (E)-2-PENTYL- 202 0.68 4.30 3.64E-04 1.87E+

3-PHENYL-2- 03 PROPENAL

Bottom 2- 240 0.20 3.59 9.08E-04 2.24E+

PHENYLETHYL 02 PHENYLACETA TE

Table 8: Perfuming Compounds Having a Sweet Note

Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octanol/

water.

Top (+-)-4- 114 841.23 0.48 2.63E-02 JJ'.'L

HEXANOLIDE 04

Top (+-)-2- 154 560.22 3.62 1.28E-03 4.38E+ pentylcyclopentan 05 one

Top METHYL 150 555.30 1.98 3.21E-04 1.73E+

PHENYLACETA 06

TE

Top 2- 170 489.45 4.25 4.49E-02 1.09E+

CYCLOHEXYL 04

ETHYL

ACETATE

Top ETHYL 2- 174 479.20 1.12 1.62E-03 2.95E+

METHYL-1,3- 05 DIOXOLANE-2- ACETATE

Top 2-HYDROXY-3- 112 396.50 0.08 3.82E-04 1.04E+

METHYL-2- 06 CYCLOPENTEN

-1-ONE

Top 2-METHOXY-4- 138 306.61 1.52 6.96E-04 4.41E+

METHYLPHEN 05 OL

Top (+-)-4- 128 295.34 1.16 5.18E-04 5.70E+

HEPTANOLIDE 05

Top hexyl (2E)-2- 184 256.81 4.80 1.16E-02 2.22E+ methyl-2- 04 butenoate

Top (3Z)-3-hexen-l-yl 196 210.68 4.22 5.17E-02 4.08E+

(3Z)-3-hexenoate 03

Top 2- 164 201.26 2.49 2.14E-03 9.38E+

PHENYLETHYL 04 ACETATE

Top HEXANOIC 116 197.90 1.92 1.82E-02 1.09E+

ACID 04

Top l-methoxy-4- 148 184.60 3.58 1.23E-03 1.51E+

[(lE)-l-propen-l- 05 yl] benzene

Top 2- 122 159.75 1.41 1.02E-04 1.56E+

PHENYLETHAN 06 OL Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue oetanol/

water .

Top (+-)-(E)-l-(2,2- 192 152.99 4.11 3.73E-03 4.1UE+

DIMETHYL-6- 04

METHYLENE- 1 -

CYCLOHEXYL)

-2-BUTEN-l-

ONE

Top (2E)-1- 192 143.53 4.13 1.70E-05 8.44E+

[(1RS.2SR)- 06 2,6,6-trimethyl-3- cyclohexen- 1 - yl] - 2-buten-l-one

Top [2-(l- 270 136.67 2.96 1.59E-03 8.59E+

ETHOXYETHO 04 XY)ETHYL]BE

NZENE (A) +

1, 1-BIS(2- PHENYLETHOX

Y)ETHANE (B)

Top 5-METHYL-3- 143 128.04 2.45 8.80E-03 1.45E+

HEPTANONE 04 OXIME

Top (+-)-(2E)-l- 192 110.53 3.65 1.04E-04 1.06E+

(2,6,6-trimethyl- 06 2-cyclohexen- l- yl)-2-buten-l-one

Top 3- 192 110.11 4.31 1.38E-02 7.96E+

METHYLBUTY 03 L 2-

PHENYLETHYL ETHER

Middle (+-)-2-PENTYL- 156 97.79 3.59 5.43E-03 1.80E+

1- 04

CYCLOPENTAN OL

Middle (lRS,2SR)-2- 156 97.79 3.59 5.43E-03 1.80E+ pentylcyclopentan 04 ol (A) +

(lRS,2RS)-2- pentylcyclopentan

ol (B) Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Middle 3-HYDROXY-2- 126 92.42 0.11 4.17E-04 2.22L .

METHYL-4(4H)- 05 PYRANONE

Middle ALLYL 3- 196 75.80 4.51 7.96E-03 9.53E+

CYCLOHEXYLP 03

ROPANOATE

Middle 2- 206 71.44 3.69 3.85E-02 1.86E+

PHENYLETHYL 03 PrVALATE

Middle 2- 192 67.38 3.16 6.70E-03 1.01E+

PHENYLETHYL 04 ISOBUTYRATE

Middle 4-(2,6,6- 194 63.61 3.99 8.51E-03 7.48E+ trimethyl-1- 03 cyclohexen-l-yl)- 2-butanone

Middle BENZYL 3- 192 63.56 3.45 7.31E-03 8.70E+

METHYLBUTA 03

NOATE

Middle 3-methyl-2-[(2Z)- 165 56.72 2.61 2.16E-04 2.63E+

2-penten-l-yl]-2- 05 cyclopenten-1- one

Middle (+-)-6-METHYL- 159 52.47 1.10 2.53E-06 2.07E+

7-OXA-l-THIA- 07

4-

AZASPIRO[4.4]

NONANE

Middle 2- 158 51.04 3.29 1.02E-05 5.00E+

METHOXYNAP 06 HTHALENE

Bottom 2-ETHYL-3- 141 48.86 0.76 6.45E-05 7.57E+

HYDROXY- 05 4(4H)-

PYRANONE

Bottom 1,1-DIMETHYL- 220 34.65 4.42 2.68E-02 1.29E+

2- 03

PHENYLETHYL BUTANOATE

Bottom 5- 156 23.87 1.82 1.16E-05 2.06E+

NONANOLIDE 06 Tvpe Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight ,μ /Ι air, « n- ( Li y/I air, Value octanol/

water,

Bottom (+-)-TRANS-3- 17U 21.05 2.59 8.33E-04 2.53E+

METHYL-4- 04

NONANOLIDE

Bottom 2,6- 154 19.23 1.02 8.01E-06 2.40E+

DIMETHOXYPH 06 ENOL

Bottom (1Ε)-1-(2,6,6- 206 15.81 4.47 1.16E-04 1.37E+ trimethyl-1- 05 cyclohexen-l-yl)- l-penten-3-one

Bottom 3- 188 14.37 3.12 8.65E-04 1.66E+

BUTYLIDENE- 04 1-

BENZO[C]FURA

NONE

Bottom 2-methoxy-4- 164 11.28 2.15 6.63E-06 1.70E+

[(lE)-l-propen-l- 06 yl] phenol

Bottom (+-)-4- 170 10.49 3.02 1.61E-04 6.51E+

DECANOLIDE 04

Bottom (+-)-6- 170 9.61 2.22 3.72E-05 2.58E+ pentyltetrahydro- 05 2H-pyran-2-one

Bottom 2- 185 8.73 4.06 1.93E-04 4.53E+

ISOBUTYLQUI 04 NOLINE

Bottom diethyl cis-1,4- 228 8.51 2.65 2.87E-03 2.97E+ cyclohexanedicar 03 boxylate (A) +

diethyl trans- 1,4- cyclohexanedicar

boxylate (B)

Bottom (+-)-(E)-8- 168 6.89 2.70 5.14E-04 1.34E+

DECEN-5- 04 OLIDE (A) + (+- )-(Z)-8-DECEN- 5-OLIDE (B)

Bottom 4-(4- 178 5.58 2.06 5.88E-06 9.49E+

METHOXYPHE 05

NYL)-2-

BUTANONE

[0161]

[0162] Table 9: Perfuming Compounds Having a Gourmand Note Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value oclanol/

water.

Top BUTYL 116 117207.5 2.11 4.18E-01 .SUL+

ACETATE 2 05

Top 3- 130 51307.81 2.65 5.92E-02 8.67E+

METHYLBUTY 05 L ACETATE (A)

+ (+-)-2- METHYLBUTY L ACETATE (B)

Top (+-)-3- 88 33382.87 -1.03 1.46E-02 2.28E+

HYDROXY-2- 06 BUTANONE

Top 1-BUTANOL 74 17700.00 0.88 8.70E-02 2.03E+

05

Top (+-)-4-methyl-4- 170 9902.98 3.57 2.26E-01 4.39E+ penten-2-yl 2- 04 methylpropanoate

Top ETHYL 145 9675.10 3.12 9.11E-04 1.06E+

HEXANOATE 07

Top DIALLYL 146 5487.52 3.30 3.98E-05 1.38E+

DISULFIDE 08

Top ALLYL 170 1235.24 4.16 1.75E-02 7.06E+

HEPTANOATE 04

Top (+-)-2- 154 560.22 3.62 1.28E-03 4.38E+ pentylcyclopentan 05 one

Top METHYL 150 555.30 1.98 3.21E-04 1.73E+

PHENYLACETA 06

TE

Top 2- 170 489.45 4.25 4.49E-02 1.09E+

CYCLOHEXYL 04

ETHYL

ACETATE

Top ETHYL 2- 174 479.20 1.12 1.62E-03 2.95E+

METHYL-1,3- 05 DIOXOLANE-2- ACETATE

Top (3Z)-3-hexen-l-yl 196 210.68 4.22 5.17E-02 4.08E+

(3Z)-3-hexenoate 03

Top 2- 164 201.26 2.49 2.14E-03 9.38E+

PHENYLETHYL 04 ACETATE Tvpe Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octanol/

water.

Top HEXANOIC 116 197.90 1.92 1.82E-02 1.U9E+

ACID 04

Top l-methoxy-4- 148 184.60 3.58 1.23E-03 1.51E+

[(lE)-l-propen-l- 05 yl] benzene

Top 2- 122 159.75 1.41 1.02E-04 1.56E+

PHENYLETHAN 06 OL

Top (+-)-(E)-l-(2,2- 192 152.99 4.11 3.73E-03 4.10E+

DIMETHYL-6- 04

METHYLENE- 1 -

CYCLOHEXYL)

-2-BUTEN-l-

ONE

Top (2E)-1- 192 143.53 4.13 1.70E-05 8.44E+

[(1RS.2SR)- 06 2,6,6-trimethyl-3- cyclohexen- 1 - yl] - 2-buten-l-one

Top [2-(l- 270 136.67 2.96 1.59E-03 8.59E+

ETHOXYETHO 04 XY)ETHYL]BE

NZENE (A) +

1,1-BIS(2- PHENYLETHOX

Y)ETHANE (B)

Top 5-METHYL-3- 143 128.04 2.45 8.80E-03 1.45E+

HEPTANONE 04 OXIME

Top 3- 192 110.11 4.31 1.38E-02 7.96E+

METHYLBUTY 03 L 2-

PHENYLETHYL ETHER

Top (+-)-4- 142 108.41 1.80 2.32E-05 4.67E+

OCTANOLIDE 06 Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Middle (3RS,3ARS,6SR, 168 80.76 2.14 1.84E-06 4.39E+

7ASR)- 07

PERHYDRO-3,6-

DIMETHYL-

BENZO[B]FURA

N-2-ONE (A) +

(3SR,3ARS,6SR,

7ASR)-

PERHYDRO-3,6- DIMETHYL- BENZO[B]FURA

N-2-ONE (B)

Middle ALLYL 3- 196 75.80 4.51 7.96E-03 9.53E+

CYCLOHEXYLP 03

ROPANOATE

Middle (3S,3aS,6R,7aR)- 168 74.03 2.11 3.46E-05 2.14E+

3,6- 06 dimethylhexahydr

o- l-benzofuran-

2(3H)-one

Middle 2- 206 71.44 3.69 3.85E-02 1.86E+

PHENYLETHYL 03 PrVALATE

Middle 2- 192 67.38 3.16 6.70E-03 1.01E+

PHENYLETHYL 04 ISOBUTYRATE

Middle 1- 154 62.86 1.66 2.90E-04 2.17E+ oxaspiro [4.5 ] deca 05 n-2-one

Middle benzo[d] [l,3]diox 150 61.82 1.52 1.01E-04 6.12E+ ole-5- 05 carbaldehyde

Middle 3-methyl-2-[(2Z)- 165 56.72 2.61 2.16E-04 2.63E+

2-penten-l-yl]-2- 05 cyclopenten-1- one

Middle 2- 158 51.04 3.29 1.02E-05 5.00E+

METHOXYNAP 06 HTHALENE Tvpe Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I air, Value octanol/

water,

Bottom 1,1-DIMETHYL- 22Ό 34.65 4.42 2.68E-02 1.29E+

2- 03

PHENYLETHYL BUTANOATE

Bottom (+-)-4- 156 27.42 2.45 1.45E-04 1.89E+

NONANOLIDE 05

Bottom 5- 156 23.87 1.82 1.16E-05 2.06E+

NONANOLIDE 06

Bottom (+-)-TRANS-3- 170 21.05 2.59 8.33E-04 2.53E+

METHYL-4- 04

NONANOLIDE

Bottom 2,6- 154 19.23 1.02 8.01E-06 2.40E+

DIMETHOXYPH 06 ENOL

Bottom (1Ε)-1-(2,6,6- 206 15.81 4.47 1.16E-04 1.37E+ trimethyl-1- 05 cyclohexen-l-yl)- l-penten-3-one

Bottom 3- 188 14.37 3.12 8.65E-04 1.66E+

BUTYLIDENE- 04 1-

BENZO[C]FURA

NONE

Bottom 2-methoxy-4- 164 11.28 2.15 6.63E-06 1.70E+

[(lE)-l-propen-l- 06 yl] phenol

Bottom (+-)-4- 170 10.49 3.02 1.61E-04 6.51E+

DECANOLIDE 04

Bottom (+-)-6- 170 9.61 2.22 3.72E-05 2.58E+ pentyltetrahydro- 05 2H-pyran-2-one

Bottom diethyl cis-1,4- 228 8.51 2.65 2.87E-03 2.97E+ cyclohexanedicar 03 boxylate (A) +

diethyl trans- 1,4- cyclohexanedicar

boxylate (B)

Bottom (+-)-(E)-8- 168 6.89 2.70 5.14E-04 1.34E+

DECEN-5- 04 OLIDE (A) + (+- )-(Z)-8-DECEN- 5-OLIDE (B)

Table 10: Perfuming Compounds Having a Woody Note

Τ,,ν Molecular Volatility Log Odor Threshold Odor

Weight In ,ug/.air, Value octanol/

water,

Top 1-BlTANOL 74 Ι77υυ.υυ 0.88 8.70E-02 2.03E+

05 Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai r, Val ue octanol/

water ,

Top l+-j-methyl 2- 158 6677.64 3.37 1.74E-01 3.84E+ ethylhexanoate 04

Top 3- 102 1530.76 1.49 2.23E-04 6.87E+

METHYLBUTA 06 NOIC ACID

Top 6,6- 186 1311.32 3.90 1.26E-02 1.04E+

DIMETHOXY- 05 2,5,5-

TRIMETHYL-2- HEXENE

Top 4-(2-methyl-2- 154 755.28 2.77 1.15E-01 6.57E+ propanyl)cyclohe 03 xanone

Top ( 1R,2R)- 1,7,7- 196 735.37 4.13 4.46E-02 1.65E+

TRIMETHYL- 04

BICYCLO[2.2.1]

HEPT-2-YL

ACETATE

Top (A) + (+-)- 182 659.22 3.71 7.24E-02 9.11E+

3,5,6,6- 03 tetramethyl-4- methylidene-2- heptanone (B) +

(+-M4E)-

3,4,5,6,6- pentamethyl-4- hepten-2-one (C)

+ (+-)-(3Z)-

3,4,5,6,6- pentamethyl-3- hepten-2-one (D)

+ (+-)-(3E)-

3,4,5,6,6- pentamethyl-3- hepten-2-one (E)

Top (+-)-(3Z)- 182 659.22 3.71 7.24E-02 9.11E+

3,4,5,6,6- 03

PENTAMETHY

L-3-HEPTEN-2-

ONE Tvpc Molecular Volatility Log !' Odor Threshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ain Value octancl/

water)

Top cis-4-(2-methyl- 198 229.76 4.18 2.33E-02 9.87E+

2- 03 propanyl)cyclohe

xyl acetate (A) +

trans-4-(2- methyl-2- propanyl)cyclohe

xyl acetate (B)

Top (1S,2S,4S)-1,7,7- 210 216.42 4.66 4.55E-02 4.76E+ trimethylbicyclo [ 03 2.2.1]hept-2-yl

propanoate

Top (+-)-l-(2-TERT- 228 205.05 4.65 3.53E-02 5.81E+

BUTYL-1- 03

CYCLOHEXYL

OXY)-2-

BUTANOL

Top (+-)-ALPHA- 154 172.78 2.91 1.03E-01 1.68E+

TERPINEOL 03

Top (+-)-2-ETHOXY- 222 135.00 6.50 1.37E-01 9.83E+

2,6,6- 02

TRIMETHYL-9- METHYLENE- BICYCLO[3.3.1]

NONANE

Top (+-)-(2E)-l- 192 110.53 3.65 1.04E-04 1.06E+

(2,6,6-trimethyl- 06 2-cyclohexen-l- yl)-2-buten-l-one

Top (+-)-(E)-3- 206 106.28 4.09 5.03E-05 2.11E+

METHYL-4- 06

(2,6,6-

TRIMETHYL-2- CYCLOHEXEN-

1- YL)-3-BUTEN-

2- ONE

Middle (2E)-l-(2,6,6- 190 91.38 3.33 3.00E-06 3.04E+ trimethyl-1,3- 07 cyclohexadien- 1 - yl)-2-buten-l-one Tvpe Molecu lar Volati l ity Log P Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai n Val ue oetanol/

water .

Middle (5RS,6RS)- 212 84.04 3.51 5.15E-04 1.63E+

2,6,10, 10- 05 TETRAMETHY

L- l-

OXASPIRO[4.5]

DECAN-6-OL

Middle 2-TERT-BUTYL- 194 82.95 4.00 1.65E-02 5.02E+

1,4- 03

DIMETHOXYBE NZENE

Middle (2E)-l-(2,6,6- 192 81.66 3.63 2.18E-04 3.75E+ trimethyl- 1- 05 cyclohexen-l-yl)- 2-buten-l-one

Middle (+-)-3ENDO- 208 79.45 5.73 4.82E-03 1.65E+

METHOXY-7,7- 04

DIMETHYL-10-

METHYLENE-

BICYCLO[4.3.1]

DECANE (A) +

(+-)-3EXO-

METHOXY-7,7-

DIMETHYL-10-

METHYLENE-

BICYCLO[4.3.1]

DECANE (B)

Middle (E)-3-PHENYL- 132 70.14 1.50 1.36E-03 5.16E+

2-PROPENAL 04

Middle (Z)-3-PHENYL- 132 70.14 1.50 1.36E-03 5.16E+

2-PROPENAL 04 (A) + (E)-3- PHENYL-2- PROPENAL (B)

Middle (E)-3-PHENYL- 132 70.14 1.50 1.36E-03 5.16E+

2-PROPENAL 04

Middle (E)-3-PHENYL- 129 66.00 1.98 8.97E-05 7.36E+

2- 05

PROPENENITRI LE Tvpe Molecular Volatility Log P Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li g/I ain Value oetanol/

ater.

Middle 4-(2,6,6- 194 63.61 3.99 8.51E-03 7.48E+ trimethyl-1- 03 cyclohexen-l-yl)- 2-butanone

Middle (2R)-2-methyl-4- 206 63.49 4.25 2.22E-03 2.86E+

[(lR)-2,2,3- 04 trimethyl-3- cyclopenten-1- yl]-4-pentenal (A)

+ (2S)-2-methyl-

4-[(lR)-2,2,3- trimethyl-3- cyclopenten-1- yl]-4-pentenal (B)

Middle 2-(6,6- 208 60.02 4.41 l. lOE-01 5.45E+

DIMETHYL- 02

BICYCLO[3.1.1]

HEPT-2-EN-2-

YL)ETHYL

ACETATE

Middle 1,2,3,4,5,6,7,8- 192 55.09 3.65 3.91E-03 1.41E+

OCTAHYDRO- 04

8,8-DIMETHYL- z-

NAPHTHALENE CARBALDEHY DE (A) + (B,C,D)

+

OCTAHYDRO- 5,5-DIMETHYL-

L-

NAPHTHALENE

CARBALDEHY

DE Tvpe Molecular Volatility Log Odor Threshold

PPM Weight ,μ /Ι air, «n- (Lig/I ain Value octanol/

ator.

Bottom (+-)-(3E)-3- 2U6 43.62 4.22 6.30E-05 6.92E+ methyl-4-(2,6,6- 05 trimethyl-2- cyclohexen-l-yl)-

3-buten-2-one (A)

+ (+-)-(lE)-l-

(2,6,6-trimethyl-

2-cyclohexen-l- yl)-l-penten-3- one (B)

Bottom (+-)-8- 236 42.22 7.59 2.09E-02 2.02E+ methoxycedrane 03

Bottom (+-)-(3E)-3- 206 36.33 4.83 1.92E-04 1.89E+ methyl-4-(2,6,6- 05 trimethyl-2- cyclohexen-l-yl)-

3-buten-2-one (A)

+ (+-)-(lE)-l-

(2,6,6-trimethyl-

2-cyclohexen-l- yl)-l-penten-3- one (B)

Bottom (+-)-7- 188 35.54 2.19 2.66E-02 1.34E+

METHOXY-3,7- 03

DIMETHYL-2-

OCTANOL

Bottom (3E)-4-(2,6,6- 192 35.41 3.88 3.58E-05 9.89E+ trimethyl-1- 05 cyclohexen-l-yl)- 3-buten-2-one

Tvpe Molecular Volatility Log P Odor Threshold

PPM Weight ,μ /Ι air, «n- (Lig/I ain Value octanol/

ater.

Bottom (+-)-(E)-3- 2U6 34.78 4.09 2.15E-04 1.62E+

METHYL-4- 05

(2,6,6-

TRIMETHYL-2- CYCLOHEXEN-

1- YL)-3-BUTEN-

2- ONE (A) + (E)- l-(2,6,6-

TRIMETHYL-2-

CYCLOHEXEN-

1-YL)-1-

PENTEN-3-ONE

(B) + (+-)-(E)-l-

(2,2-

DIMETHYL-6- METHYLENE- 1 - CYCLOHEXYL)

-l-PENTEN-3- ONE (C) + (E)-l- (2,6,6-

TRIMETHYL-1-

CYCLOHEXEN-

1-YL)-1-

PENTEN-3-ONE

(D)

Bottom (+-)-(3E)-3- 206 34.44 4.28 1.70E-04 2.03E+ methyl-4-(2,6,6- 05 trimethyl-2- cyclohexen-l-yl)-

3-buten-2-one (A)

+ (+-)-(lE)-l-

(2,6,6-trimethyl-

2-cyclohexen-l- yl)-l-penten-3- one (B)

Bottom BENZYL (E)-2- 190 33.88 3.32 3.07E-04 1.11E+

METHYL-2- 05

BUTENOATE Tvpe Molecular Volatility Log Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li g/I ain Value octanol/

ater.

Bottom (+-)-2,4- u4 32.53 2.44 2.43E-04 1.34E+ dimethyl- 05 4,4a,5,9b- tetrahydroindeno [

l,2-d][l,3]dioxine

(ISOMER A) +

(+-)-2,4- dimethyl- 4,4a,5,9b- tetrahydroindeno [

l,2-d][l,3]dioxine

(ISOMER B) (A

+ B)

Bottom 1,2,3,5,6,7- 207 29.81 3.65 4.57E-03 6.52E+

HEXAHYDRO- 03

1,1,2,3,3-

PENTAMETHY

L-4-INDENONE

Bottom (+-)-(6RS,10RS)- 220 22.40 5.40 5.59E-03 4.01E+

2,2,8,10- 03 tetramethylspiro [

5.5]undec-8-en-l- one (A) + (+-)- (6RS,10SR)- 2,2,8,10- tetramethylspiro [

5.5]undec-8-en-l- one (B) +

(6RS,7RS)- 2,2,7,9- tetramethylspiro [

5.5]undec-8-en-l- one (C) +

(6RS,7SR)- 2,2,7,9- tetramethylspiro [

5.5]undec-8-en-l- one (D) Tvpe Molecular Volatility Log P Odor Threshold

PPM Weight ,μ /Ι air, «n- (Lig/I ain Value octanol/

water.

Bottom (+-)-(E)-4-(2,2,C- 2U8 2υ.5υ 4.62 5.14E-04 3.99E+

3,T-6- 04

TETRAMETHY

L-R-l-

CYCLOHEXYL)

-3-BUTEN-2-

ONE

Bottom (+-)-(E)-4-(2,2,C- 208 20.50 4.62 5.14E-04 3.99E+

3,T-6- 04

TETRAMETHY

L-R-l-

CYCLOHEXYL)

-3-BUTEN-2- ONE (A) + (+-)- (E)-4-(2,2,T-3,T- 6-

TETRAMETHY

L-R-l-

CYCLOHEXYL)

-3-BUTEN-2- ONE (B)

Bottom (E)-3-METHYL- 208 20.41 4.33 9.56E-05 2.13E+

5-(2,2,3- 05

TRIMETHYL-3- CYCLOPENTEN

-l-YL)-4- PENTEN-2-OL

Bottom (2R,4E)-3,3- 222 16.31 4.77 7.11E-05 2.29E+ dimethyl-5-[(lR)- 05

2,2,3-trimethyl-3- cyclopenten-1- yl]-4-penten-2-ol

(A) + (2S.4E)-

3,3-dimethyl-5-

[(lR)-2,2,3- trimethyl-3- cyclopenten-1- yl]-4-penten-2-ol

(B) Tvpc Molecu lar Volati l ity Ι .ο, Ρ Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li y/I ai n Val ue octancl/

water ⁾

Bottom 5,5,8a- 238 14.41 5.50 4.19E-04 3.44E+ trimethyldecahydr 04 o-2-naphthalenyl

acetate

Bottom (2RS,4aRS,8aSR) 238 14.41 5.50 4.19E-04 3.44E+

-5,5,8a- 04 trimethyldecahydr

o-2-naphthalenyl

acetate

Bottom (+0-3,6,8,8- 222 11.83 5.39 3.38E-02 3.51E+ tetramethyloctahy 02 dro-lH-3a,7- methanoazulen-6- ol

Bottom (+0- 1- 234 10.59 5.55 2.59E-04 4.09E+

(OCTAHYDRO- 04

2,3,8,8-

TETRAME-2-

NAPHTHALEN

YL)- 1-

ETHANONE

(DOUBLE

BOND: 4A,5 (A)

+ 4,4A (B) +

4A,8A (C)

Bottom 3aRS,5aSR,9aSR, 236 9.23 6.93 2.16E-03 4.28E+

9bSR)-3a,6,6,9a- 03 tetramethyldodec

ahydronaphtho [2,

l-b]furan

Bottom (1RS,6RS, 11RS)- 264 8.25 6.44 3.79E-03 2.18E+

2,2,9, 11- 03 tetramethylspiro [

5.5]undec-8-en-l- yl acetate

Bottom (0- 236 8.02 6.87 1.08E-05 7.45E+

(3aR,5aS,9aS,9b 05 R)-3a,6,6,9a- tetramethyldodec

ahydronaphtho [2,

l-b]furan Tvpc Molecular Volatility Ι .ο, Ρ Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li y/I ain Value octanol/

ater.

Bottom (+-)-!- 234 7.59 5.24 4.24E-04 1.79L+

(OCTAHYDRO- 04

2,3,8,8-

TETRAME-2-

NAPHTHALEN

YL)-1-

ETHANONE

(DOUBLE

BOND: 4A,5 (A)

+ 4,4A (B) +

4A,8A (C)

Bottom (+-)-(4Z,8E)- 220 7.11 4.88 7.14E-03 9.96E+

1,5,8-trimethyl- 02

13- oxabicyclo[10.1.0

] trideca-4, 8 -diene

(A) + (+-)- (4Z,8E)- 1,4,8- trimethyl-13- oxabicyclo[10.1.0

] trideca-4, 8 -diene

(B)

Bottom (1S,4S,9S,10R,13 278 6.77 4.59 4.36E-04 1.55E+

R)-5,5,9,13- 04 tetramethyl- 14,16- dioxatetracyclo [ 1

1.2.1.0-1, 10-.0- 4,9~]hexadecane

(A) +

(1R,4S,9S,10R,13

S)-5,5,9,13- tetramethyl- 14,16- dioxatetracyclo [ 1

1.2.1.0-1, 10-.0- 4,9~]hexadecane

(B)

Bottom (ETHOXYMETH 242 6.63 6.59 8.90E-02 7.45E+

OXY)CYCLODO 01 DECANE Tvpc Molecular Volatility Ι.ο, Ρ Odor Threshold

PPM Weight ,μ /Ι air, «n- (Liy/I ain Value octancl/

ater.

Bottom (+-)-3-methyl-5- 21U 5.22 4.68 1.52E-03 3.43E+

(2,2,3-trimethyl- 03 3-cyclopenten-l- yl)-2-pentanol

Bottom (2S)-2-methyl-4- 208 5.04 4.43 1.70E-05 2.97E+

[(lR)-2,2,3- 05 trimethyl-3- cyclopenten-1- yl]-4-penten-l-ol

(A) + (2R)-2- methyl-4-[(lR)-

2,2,3-trimethyl-3- cyclopenten-1- yl]-4-penten-l-ol

(B)

Bottom (+-)-(!- 256 5.04 6.68 2.51E-02 2.01E+ ethoxyethoxy)cyc 02 lododecane

Bottom (+)-(lR,7R)- 190 4.86 3.00 2.86E-05 1.70E+

10,10- 05

DIMETHYL- TRICYCLO[7.1.1

.0(2,7)]UNDEC- 2-EN-4-ONE

Bottom (+)- 218 4.14 4.39 6.32E-04 6.54E+

(1S,2S,3S,5R)- 03

2,6,6- trimethylspiro [bic

yclo[3.1.1]heptan

e-3,1'- cyclohexane]-2'- en-4'-one

Bottom 2-(2,4- 266 3.82 6.50 1.67E-03 2.28E+

DIMETHYL-3- 03

CYCLOHEXEN- l-YL)-5-

METHYL-5-(l-

METHYLPROP

YL)-1,3-

DIOXANE Tvpe Molecular Volatility Ι.ο, Ρ Odor Threshold

PPM Weight ,μ /Ι air, «n- (Liy/I ain Value octanol/

ater.

Bottom (+-)-2-ETHYL-4- 2US 3.69 4.39 7.80E-05 4.73E+

(2,2,3- 04

TRIMETHYL-3- CYCLOPENTEN

-l-YL)-2- BUTEN-l-OL

Bottom (+-)-l-(2,2,3,6- 240 3.42 5.96 4.05E-04 8.44E+

TETRAMETHY 03

L-

CYCLOHEXYL)

-3-HEXANOL

Bottom 9-ACETYL-8- 246 3.21 5.84 1.43E-03 2.25E+

CEDRENE + 03 CEDARWOOD SESQUITERPEN ES

Bottom (+-)-(lE)-l- 232 3.01 4.86 7.14E-03 4.22E+

(2,6,6-trimethyl- 02

2- cyclohexen-l- yl)- 1 ,6-heptadien-

3- one (A) + (1E)- l-(2,6,6- trimethyl-1- cyclohexen-l-yl)- l,6-heptadien-3- one (B)

Bottom (-)-(2E)-2-ethyl- 208 2.75 4.44 2.41E-05 1.14E+

4-[(lR)-2,2,3- 05 trimethyl-3- cyclopenten-1- yl]-2-buten-l-ol

Bottom 1-[(1RS,6SR)- 226 2.34 5.42 5.92E-04 3.95E+

2,2,6- 03 trimethylcyclohex

yl]-3-hexanol Tvpe Molecu lar Volati l ity Log Odor Th reshold

PPM Weight ,μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

water .

Bottom (3R)-1-[(1R,6S)- 220 2.20 5.52 4.40E-04 5.00E+

2,2,6- 03 trimethylcyclohex

yl]-3-hexanol (A)

+ (3S)-1- [(lR,6S)-2,2,6- trimethylcyclohex

yl]-3-hexanol (B)

+ (3R)- 1- [(lS,6S)-2,2,6- trimethylcyclohex

yl]-3-hexanol (C)

Bottom (-)- 236 2.19 6.88 1.31E-05 1.68E+

(3aR,5aS,9aS,9b 05 R)-3a,6,6,9a- tetramethyldodec

ahydronaphtho [2,

l-b]furan

Bottom (3aRS,5aSR,9aSR 236 2.19 5.95 6.49E-05 3.37E+

,9bRS)-3a,6,6,9a- 04 tetramethyldodec

ahydronaphtho [2,

l-b]furan (A) +

(3aRS,5aSR,9aSR

,9bSR)-3a,6,6,9a- tetramethyldodec

ahydronaphtho [2,

l-b]furan (B)

Bottom (-)- 236 2.19 6.85 3.94E-05 5.56E+

(3aR,5aS,9aS,9b 04 R)-3a,6,6,9a- tetramethyldodec

ahydronaphtho [2,

l-b]furan Tvpe Molecular Volatility Log P Odor Threshold

PPM Weight , μ /Ι air, « n- ( Li g/I ain Value octanol/

ater.

Bottom (+-)-!- 234 1.85 5.82 5.57E-04 3.33E+

(OCTAHYDRO- 03

2,3,8,8-

TETRAME-2-

NAPHTHALEN

YL)-1-

ETHANONE

(DOUBLE

BOND: 4A,5 (A)

+ 4,4A (B) +

4A,8A (C)

Bottom (1'S,3'R)-{ 1- 222 1.74 4.82 2.18E-06 8.01E+

METHYL-2- 05

[(Γ,2',2'-

TRIMETH YLB I

CYCLO[3.1.0]H

EX-3 -

YL)METHYL]C

YCLOPROPYL}

METHANOL

Bottom (+)-METHYL 226 1.71 2.95 2.82E-04 6.06E+

(lR)-CIS-3- 03

OXO-2-

PENTYL-1-

CYCLOPENTAN

EACETATE

Bottom 2/3/4-(5,5,6- 236 1.38 5.23 7.70E-04 1.79E+

TRIMETH YLB I 03

CYCLO[2.2.1]H

EPT-2-YL)-l-

CYCLOHEXAN

OL (A/B/C) + 2-

(1,7,7-

TRIMETH YLB I CYCLO[2.2.1]H

EPT-2-YL)-l- CYCLOHEXAN OL (D) Ί ^' νιν Molecu lar Volati l ity Log Odor Th reshold

PPM Weight , μ /Ι ai r, « n- ( Li g/I ai n Val ue octanol/

ater .

Bottom 1-(2,6,10- 240 1.24 5.94 3.88E-04 3.19E+

TRIMETHYL- 03

1(2),5,9-

CYCLODODEC ATRIEN- l-YL)- 1-ETHANONE +

1-(6, 10-

DIMETHYL-2- METHYLENE- 5,9-..)-l-E...

Bottom (-)- 278 0.00 4.23 3.90E-06 6.26E+

(1R,3S,7R,8R,10 02

S, 13R)-

5,5,7,9,9, 13-

HEXAMETHYL-

4,6-

DIOXATETRAC YCLO[6.5.1.0(1,

10).0(3,7)]TETR

ADECANE

[0163] Publications cited throughout this document are hereby incorporated by reference in their entirety. Although the various aspects of the invention have been illustrated above by reference to examples and preferred embodiments, it will be appreciated that the scope of the invention is defined not by the foregoing description but by the following claims properly construed under principles of patent law.