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Title:
IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS
Document Type and Number:
WIPO Patent Application WO/2016/074719
Kind Code:
A1
Abstract:
3-(4-isobutyl-2-methylphenyl) propanal and fragrance mixtures comprising said compound as perfume ingredients, preferably exhibiting muguet odour characteristics. Said compound and fragrance mixtures are useful as perfume ingredients in personal care and household care products, in particular as replacement for Lilial TM.

Inventors:
POIGNON-MARTEL ROSELINE (FR)
ARNAULT JEAN-CHRISTOPHE (SG)
GAROSSI ALAIN (FR)
VEISSEIRE PERROT SOPHIE (FR)
FERRY AURELIE (FR)
FINN CLARE (FR)
ANORGA NICOLAS (FR)
ROMET GILLES (FR)
Application Number:
PCT/EP2014/074412
Publication Date:
May 19, 2016
Filing Date:
November 12, 2014
Export Citation:
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Assignee:
GIVAUDAN SA (CH)
International Classes:
C11B9/00; C07C47/228
Domestic Patent References:
WO2009027957A22009-03-05
WO1994027946A11994-12-08
WO2014180945A12014-11-13
WO2014180952A12014-11-13
Foreign References:
DE102009001569A12010-09-23
US20090131299A12009-05-21
Other References:
SKOUROUMOUNIS GEORGES ET AL: "SYNTHESIS OF 1,3,4,5-TETRAHYDRO-2-BENZOXEPIN DERIVATIVES AS CONFORMATIONALLY RESTRICTED ANALOGUES OF CYCLAMENALDEHYDE-TYPE COMPUNDS AND AS INTERMEDIATES FOR HIGHLY ODOUR-ACTIVE HOMOLOGUES", HELVETICA CHIMICA ACTA, VERLAG HELVETICA CHIMICA ACTA, CH, vol. 79, no. 4, 1 January 1996 (1996-01-01), pages 1095 - 1109, XP009074278, ISSN: 0018-019X, DOI: 10.1002/HLCA.19960790418
Attorney, Agent or Firm:
SIMMONS, John (Duebendorf, CH)
Download PDF:
Claims:
Claims:

1. 3-(4-isobutyl-2-methylphenyl)propanal as a perfume ingredient, in particular a replacement for Lilial™.

2. Fragrance mixture comprising 3-(4-isobutyl-2-methylphenyl)propanal.

3. Fragrance mixture according to claim 2, further comprising at least one

additional perfume ingredient selected from group A, B, or C.

4. Fragrance mixture according to claim 2, further comprising at least two

additional perfume ingredients selected independently from two different of the groups A, B and C.

5. Fragrance mixture according to claim 2, further comprising at least three additional perfume ingredients selected independently from three different of the groups A, B and C.

6. Fragrance mixture according to any of the claims 2 through 5, wherein an additional perfume ingredient selected from group A is present in 0.1-10 % by weight, preferably 0.1-8 %, 0.1-5% by weight in the fragrance mixture.

7. Fragrance mixture according to any of the claims 2 through 5, wherein an additional perfume ingredient selected from group B is present in 0.1-50 % by weight, preferably 0.1-40 %, 0.1-30% by weight in the fragrance mixture.

8. Fragrance mixture according to any of the claims 2 through 5, wherein an additional perfume ingredient selected from group C is present in 0.1-80 % by weight, preferably 0.1-60 %, 0.1-40% by weight in the fragrance mixture.

9. Use 3-(4-isobutyl-2-methylphenyl)propanal as a perfume ingredient

5 exhibiting muguet odour characteristics.

10. Use of a fragrance mixture as defined in any claim 2 through 8, the

fragrance mixture exhibiting muguet odour characteristics.

10 11. A perfume composition comprising 3-(4-isobutyl-2-methylphenyl)propanal or a fragrance mixture as defined in any claim 2 through 8, which composition is substantially free of any aryl-substituted propanal, odourants that are unsubstituted on the aryl ring at a position ortho o the substituent bearing the aldehyde functionality, in particular Lilial™.

15

12. A personal care or household care composition perfumed with 3-(4-isobutyl- 2-methylphenyl)propanal or with a fragrance mixture as defined in any claim 2 through 8.

20 13. A personal care or household care composition according to claim 11 further comprising containing enzymes.

14. A personal or household care composition according to claim 19

characterised in that it is a textile treatment products.

25

15. A personal or household care composition according to claim 19 or claim 20 characterised in that it is a detergent composition. A method of imparting muguet odour characteristics to a fine fragrance or consumer product comprising the step of adding thereto an aryl-substituted alkanal compound defined in any of the claims 11 through 18, and selectively excluding from said fine fragrance or consumer product any aryl- substituted alkanal compounds, which are unsubstituted on the ring at the position ortho to the substituent containing aldehyde functionality, said selective addition or exclusion being based on the susceptibility of said compounds to enzymatically-mediated degradation to their benzoic acid derivatives when incubated with hepatocytes isolated from rats, said compounds being suitable for addition on the basis that they do not degrade to their benzoic acid derivatives, whereas said compounds being excluded on the basis that they do degrade to their benzoic acid derivatives.

Description:
Improvements in or relating to organic compounds

This invention relates to perfume ingredients, fragrance mixtures and perfume preparations containing same. In particular, the invention relates to said perfume ingredients, fragrance mixtures or perfume preparations that exhibit muguet (lily of the valley) odour characteristics. Still more particularly, the invention relates to said fragrance mixtures or perfume preparations that contain no, or substantially no, Lilial™. The invention further relates to methods of making said fragrance mixtures and perfume preparations, as well as the use of said perfume ingredients, fragrance mixtures and perfume preparations in fine fragrances and consumer products, such as personal care and household care products. The invention also relates to said fine fragrances and consumer products containing said perfume ingredients, fragrance mixtures or perfume preparations.

Compounds having muguet odour characteristics are very sought after perfume ingredients. These compounds are important ingredients in floral bases and can act as harmonizers across many different types of fragrance creations. Compounds of this type are used widely in consumer products, such as personal care and consumer care products, as well as in fine perfumery, to generate pleasant odours or to mask unpleasant odours.

An excellent perfume ingredient widely valued for its muguet odour note is Lilial™. Lilial™ is an example of an aryl-substituted alkanal, more particularly an aryl- substituted propanal. Specifically, its chemical name is 3-(4-tert-butylphenyl)-2- methylpropanal (CAS 80-54-6). This compound has found wide use in fine perfumery as well as in personal and household care products. However, its use has come under regulatory scrutiny in view of recent findings that it exhibits toxic effects on the reproductive organs of male rats and dogs. No effects were found in studies with mice, guinea-pigs and primates, nevertheless, under the Global Harmonized System (GHS) classification system this compound is classified as a CMR2 material. For CMR category 2 materials, it is necessary to establish that quantities proposed for use are harmless to consumers. In view of the regulatory situation of Lilial™ there is a need to replace it with other perfume ingredients.

WO2010105 873 addresses the problem of replacing Lilial ™. The proposed solution resides in the use of mixtures of known ingredients commonly found in the perfumery palette in order to recreate odour characteristics substantially similar to those of Lilial™.

Likewise, WO2009027957 proposes a solution residing in the formulation of combinations of known perfume ingredients from the perfumery palette.

WO2013045301 also propose a solution to Lilial™ replacement, which resides in the selection of mixtures of ingredients including the compound Lilyflore™ and a certain indanyl propanal compound, in combination with other secondary perfuming ingredients.

Recently, applicant has found a novel compound 3-(4-isobutyl-2- methylphenyl)propanal that can be employed as a perfume ingredient in perfume compositions and fine fragrances and consumer products. The novel compound possesses desirable muguet odour characteristics and may be perceived and recognised by perfumers as being very reminiscent of the odour of Lilial TM and so can serve as a simple replacement for Lilial TM. The novel compound does not attract the regulatory concerns associated with Lilial TM. Details of this invention are disclosed in patent application PCT/EP2014/059427, which is hereby incorporated by reference. So in a first aspect of the invention, there is provided 3-(4-isobutyl-2- methylphenyl)propanal as a perfume ingredient. In particular, 3-(4-isobutyl-2- methylphenyl)propanal is a replacement for Lilial™.

Accordingly, in another aspect of the present invention there is provided the use of 3-(4-isobutyl-2-methylphenyl)propanal, alone or in admixtures was a replacement for Lilial™.

Whereas 3-(4-isobutyl-2-methylphenyl)propanal has very similar odour characteristics as Lilial™, nevertheless a perfumer may find it desirable to employ additional perfume ingredients in combination with 3-(4-isobutyl-2- methylphenyl)propanal in order to balance or fine tune the odour characteristics, for example, to bring them into even closer conformance with the odour characteristics of Lilial™.

For particular applications, it is preferred to use fragrance mixtures comprising 3- (4-isobutyl-2-methylphenyl)propanal in combination with at least one additional perfume ingredient to reproduce the performance of Lilial.

Therefore, in a further aspect of the invention, there is provided a fragrance mixture comprising 3-(4-isobutyl-2-methylphenyl)propanal and at least one additional perfume ingredient.

Herein, where trivial or non-systematic names are employed for perfume ingredients, the skilled person will understand that these names and CAS numbers provided in parentheses are intended to also include synonyms based on more formal systems of nomenclature, such as IUPAC. Synonyms can be found for example on webpages like www.thegoodscentscompany.com.

Preferably, the at least one additional perfume ingredient is selected from group A comprising: Acetoin (513-86-0), Adoxal (141-13-9), Ale C 11 Undecylenic (112-43-6), Ale C 12 Laurie (112-53-8), Ale C 6 Hexylic (111-27-3), Ale C 8 Octylic (111-87-5), Ale C 9 Nonylic (143-08-8), Ale CIO Decylic (112-30-1), Ale Cumic (536-60-7), Aid C 10 Decylic (112-31-2), Aid C 11 Moa (19009-56-4), Aid C 11 Undecylenic (112-45-8), Aid C 110 Undecylique (112-44-7), Aid C 12 Laurique (112-54-9), Aid C 12 Mna Pure (110-41-8), Aid C 6 Hexylic (66-25-1), Aid C 7 Heptylic (111-71-7), Aid C 8 Octylic Fee (124-13-0), Aid C 9 Isononylic, Aid C 9 Nonylic (124-19-6), Aid Cumic (122-03-2), Aid Phenyl Acetique Pur (122-78-1), Ambrocenide 10%/Dpg (211299- 54-6), Ambrofix (6790-58-5), Ambroxan (6790-58-5), Azurone 10%/Tec (362467- 67-2), Bourgeonal (18127-01-0), Calone 1951 (28940-11-6), Carvone Laevo (6485- 40-1), Cetalox (3738-00-9), Cetonal (65405-84-7), Citral Lemarome N (5392-40-5), Citronellal Synt (106-23-0), Citronellyl Oxyacetald (7492-67-3), Cumin Nitrile (13816-33-6), Curgix (67845-46-9), Cyclal C (68039-49-6), Decalactone Gamma (706-14-9), Decenal-4-Trans (65405-70-1, 30390-50-2), Dodecenal (20407-84-5), Dupical (30168-23-1), Ebanol (67801-20-1), Elintaal (40910-49-4), Elintaal Forte (40910-49-4), Ethyl Laitone (91069-39-5, 91069-40-8), Ethyl Maltol (4940-11-8), Ethyl Vanilline (121-32-4), Evernyl (4707-47-5, 136218-95-6), Fixambrene (3738- 00-9), Floridile (131379-26-5), Gyrane (24237-00-1, 24237-01-2, 24237-02-3), Hivernal, Indoflor (18096-62-3), Indole Pure (120-72-9), Isojasmone B 11 (95-41- 0), Jasmone Cis (488-10-8), Javanol (198404-98-7), Laitone (4625-90-5), Maceal (67845-30-1), Maltol Lg Crist (118-71-8), Mefranal (55066-49-4), Melonal (106-72- 9), Melonia, Methyl Ional Beta (3155-71-3), Methyl Laitone (94201-19-1, 91069- 37-3), Myraldene (37677-14-8), Nimberol (70788-30-6), Pinoacetaldehyde (33885- 51-7), Precyclemone B (52474-60-9 217302-31-3), Radjanol (28219-61-6),

Raspberry Ketone (N112, 5471-51-2), Rhubafuran (82461-14-1), Scentenal (86803-90-9), Ultrazur, Vanillin (121-33-5), Vernaldehyde (66327-54-6), Violet Nitrile 10%/Tec (67019-89-0). It is particularly preferred, that the at least one additional perfume ingredient selected from group A is Ambrofix, Ambroxan, Bourgeonal, Calone 1951, Cetalox, Cetonal, Citronellal Synt, Citronellyl Oxyacetald, Curgix, Cyclal C, Dodecenal, Elintaal Forte, Ethyl Vanilline, Floridile, Gyrane, Hivernal, Indoflor, Indole Pur, Jasmone Cis, Javanol, Methyl Ional Beta, Nimberol, Pinoacetaldehyde,

Precyclemone B, Radjanol, Rhubafuran, Ultrazur, Vanillin, Vernaldehyde or Violet Nitrile 10%/Tec.

Preferably, the at least one additional perfume ingredient selected from group A is present in 0.1-10 % by weight in the fragrance mixture. Particularly preferred, said additional perfume ingredient is present in 0.1-8 %, even more preferred in 0.1- 5% by weight in the fragrance mixture.

In a further embodiment, at least two additional perfume ingredients selected from group A can be used in the fragrance mixture. Each of the at least two perfume ingredients selected from group A can be present in 0.1-10%, preferred in 0.1-8%, particularly preferred in 0.1-5% by weight in the fragrance mixture, respectively.

In another aspect of the invention, the at least one additional perfume ingredient is selected from group B comprising:

Acet Benzyl Extra (140-11-4), Acet Dimethyl Benzyl Carb (151-05-3), Acet Linalyl Synt (115-95-7), Acet Phenyl Ethylic (101-97-3), Acet Phenyl Propyl (4606-15-9), Acetal Cd (29895-73-6), Agarbois (179911-08-1), Akigalawood, Ale Cinnamic Synt (104-54-1), Aid Cyclamen Extra (103-95-7), Ambrettolide (28645-51-4), Anapear (189440-77-5), Anjeruk (6263-65-6), Aubepine Para Cresol (123-11-5), Aurantiol Pure (89-43-0), Azurone (362467-67-2), Belambre (188199-50-0), 8-sec-butyl- 5,6,7,8-tetrahydroquinoline (1401913-94-7), Brassylate Ethylene (105-95-3), Calypsone (929253-05-4), Camonal (166301-22-0), Cashmeran (33704-61-9), Cassyrane (871465-49-5), Cepionate (24851-98-7, 128087-96-7), Cervolide (6707- 60-4), Citronellol Extra (106-22-9, 1335-43-9), Citronellyl Acetate (150-84-5), Citronellyl Nitrile (51566-62-2), Civettone (542-46-1), Coranol (83926-73-2), Cosmone (259854-70-1), Crysolide (13171-00-1), Cyclemone A (68991-97-9), Cyclomyral (68738-94-3), Cyprisate (23250-42-2), Damascenone (23696-85-7), Damascone Alpha (24720-09-0), Damascone Beta (23726-92-3), Damascone Delta (57378-68-4), Decalactone Delta (705-86-2), Decalactone Gamma (706-14-9), Dihydro Farnesal (51411-24-6), Dihydro Ionone Beta (17283-81-7), Dihydro Isojasmonate Methyle (37172-53-5), Dihydro Myrcenol (18479-58-8), Dihydro Terpineol (498-81-7), Dimethyl Benzyl Carb (151-05-3), Dimethyl Phenyl Ethyl Carb (103-05-9), Dimetol (13254-34-7), Dodecalactone Delta (713-95-1),

Dodecalactone Gamma (2305-05-7), Ethyl Linalool (10339-55-6), Fennaldehyde (5462-06-6), Fixolide (1506-02-1), Floralozone (67634-15-5), Florhydral (125109- 85-5), Florocyclene (68912-13-0), Florymoss (681433-04-5), Fructalate (72903-27- 6), Galaxolide (1222-05-5), Gardenol (93-92-5, 1335-75-7), Gardocyclene (67634- 20-2), Georgywood (185429-83-8), Geraniol 980 (106-24-1, 8007-13-4),

Globanone (3100-36-5), Glycolierral (68901-32-6), Habanolide (111879-80-2), Heliotropine Crist (120-57-0, 30024-74-9), Helvetolide (141773-73-1),

Heptalactone Gamma (105-21-5), Hexalactone Gamma (695-06-7, 57129-70-1), Ionone Beta (8013-90-9), Irisone Alpha (8013-90-9), Iso E Super (54464-57-2), Isoeugenol (97-54-1), Isoraldeine 95 (1335-46-2), Jasmacyclene (5413-60-5), Jasmolactone Firmenich (32764-98-0), Jasmonyl (18871-14-2), Jasmopyrane Forte (18871-14-2), Karmaflor (873888-84-7), Koumalactone 10%/Tec (92015-65-1), Lactone Jasmin Delta (34686-71-0), Lactone Jasmin Gamma, Lemonile (61792-11- 8), Lilyflore (285977-85-7), Majantol (103694-68-4), Mayol (13828-37-0), Mefrosol (55066-48-3), Methyl Decalactone Gamma (7011-83-8), Methyl Octalactone (39212-23-2), Methyl Octanal (7786-29-0, 72598-55-1), Moxalone (94400-98-3), Mugetanol (63767-86-2), Muscenone (82356-51-2), Muscone (541-91-3), Musk C14 (54982-83-1, 85024-16-4), Musk Ketone (81-14-1), Musk Rl (3391-83-1), Mystikal, Nectaryl (95962-14-4), Nirvanolide (329925-33-9), Octalactone Delta (698-76-0), Octalactone Gamma (104-50-7), Opalal (62406-73-9), Oxalide (1725- 01-5), l-methyl-2-[(2,2,3-trimethylcyclopentyl)methyl]-cyclopropane methanol (1181244-95-0), Peche Pure (104-67-6, 57084-17-0), Peonile (10461-98-0), Dimethylcarbamic acid 3,7-dimethylocta-l,6-dien-3-yl ester (67643-70-3), a- cyclohexylidene-2-methyl-benzeneacetonitrile (916887-53-1), Phantolide (15323- 35-0), Phenyl Acet Phenyl Ethyle (102-20-5), Pomarose (357650-26-1), Rhodinol Pure (141-25-3), Rossitol (215231-33-7), Salicylate Cyclohexyl (25485-88-5), Salicylate Hexenyl-3-Cis (65405-77-8), Sandela Concentre (3407-42-9, 70955-71-

4) , Serenolide (477218-42-1), 1-ethenyl 3-cyclohexene-l-carboxaldehyde

(1049017-63-1), Silvanone M, Silvanone Supra (109-29-5, 502-72-7), Silvial (6658- 48-6), Super Muguet (26330-65-4), Cyclopropanecarboxylic acid, 2-methyl-2- [(l,2,4-trimethyl-2-pentenyl)oxy]propyl ester (376532-44-8), Tanaisone (32669- 00-4, 17339-74-1), Ted Alcohol Dm (26896-48-0, 26160-83-8), Terpineol Pure (98- 55-5, 22347-88-2), Thibetolide (106-02-5), Tonkarose 40%/Ipm-Alc (238402-46-

5) , Traseolide (68140-48-7), Undecalactone Delta (710-04-3), Valerolactone Gamma (108-29-2, 57129-69-8), Velvione (37609-25-9), Verdantiol (91-51-0), Zinarine (885702-72-7).

It is particularly preferred, that the at least one additional perfume ingredient selected from group B is Acet Benzyle Extra, Acet Dimethyl Benzyl Carb, Acet Linalyle Synt, Ale Cinnamique Synt, Brassylate Ethylene, Cepionate, Citronellyl Nitrile, Coranol, Cosmone, Cyclemone A, Damascone Beta, Damascone Delta, Decalactone Delta, Decalactone Gamma, Dihydro Ionone Beta, Dihydro

Isojasmonate Methyle, Dimethyl Benzyl Carb, Dimethyl Phenyl Ethyl Carb,

Fennaldehyde, Fixolide, Floralozone, Florhydral, Florocydene, Galaxolide, Gardenol, Geraniol 980, Habanolide, Heliotropine Crist, Ionone Beta, Irisone Alpha, Iso E Super, Isoraldeine 95, Jasmacyclene, Jasmopyrane Forte, Karmaflor, Lilyflore, Methyl Octanal, Moxalone, Mugetanol, Musk C14, Peche Pure, Peonile, Petalia, Rossitol, Salicylate Cyclohexyl, Salicylate Hexenyle-3-Cis, Serenolide, Silvanone M, Silvanone Supra, Silvial, Super Muguet, Sylkolide, Terpineol Pur, Velvione.

Preferably, the at least one additional perfume ingredient selected from group B is present in 0.1-50% by weight in the fragrance mixture. Particularly preferred, said additional perfume ingredient is present in 0.1-40 %, even more preferred in 0.1- 30% by weight in the fragrance mixture.

In a further embodiment, at least two additional perfume ingredients selected from group B can be used in the fragrance mixture. Each of the at least two perfume ingredients selected from group B can be present in 0.1-50%, preferred in 0.1- 40%, particularly preferred in 0.1-30% by weight in the fragrance mixture, respectively.

In a further aspect of the invention, the at least one additional perfume ingredient is selected from group C comprising:

Acet Myraldyle (72403-67-9), Acetyl Tributyl Citrate (77-90-7), Dioctyle Adipate (123-79-5), Ale Benzylic Extra (100-51-6), Ale C 13 Oxo (68526-86-3), Ale Cetylic Tech (36653-82-4, 1173838-87-3), Ale Isobutylic (78-83-1), Ale Isopropylic (67-63- 0), Alcohol 40b Fermentation Grade, Alcohol Parfumerie, Aid A Amyl Cinnamic (122-40-7), Aid A Hexyl Cinnamic (101-86-0), Aid Isobutyric (78-84-2), Amande Douce Ess Cosmos, Benzoate Benzyl (120-51-4), Butylene Glycol, Carbitol (111-90- 0), Castor Seed Oil, Citrate Triethyl (77-93-0), Cyclohexal (31906-04-4, 56493-02- 8), Diethyl Citrate (19958-02-2), Diolane (107-41-5), Dipropylene Glycol, Dowanol Dpm Glycol Methyl Ether, Dowanol Dpma, Dowanol Dpnp, Dowanol Pm Propylene Glycol Methyl Ether, Dowanol Pnb, Dowanol Tpm Glycol Ether, Florosa (63500-71- 0), Florosa He, Glycerine, Hedione (24851-98-7), Hedione He, Hercolyn (8050-15- 5), Huile Vaseline Pure, Hydroxycitronellal Synt (107-75-5), Isododecane (31807- 55-3), Isopar H, Isopar L, Isopar M, Laurate Benzyl (140-25-0), Laurate Ethyl (106- 33-2), Laurate Methyle (111-82-0), Limonene Laevo (5989-54-8), Linalol Synt (78- 70-6), Lipovol Safflower Ess, Longifolene Std, Lutensol On 60 , Lutensol To 10, (E/Z)-9-hydroxy-5,9-dimethyldec-4-enal, Medium Chain Triglyceride, Methyl Soyate Me-S1885, Methyl-3 Methoxy-3 Butanol, Mineral Oil Carnation, Myristate Ethyle, Myristate Isopropyle, Myristate Methyle, Orange Terpenes Dist, Palmitate Ethyle, Palmitate Methyle, Phtalate Diethyle, Polyethylene Glycol 400, Propanediol Solvent Cosmos, Propylene Glycol, Amyl Salicylate, Benzyl Salicylate, Hexyl Salicylate, Superfix, Tetrahydro Linalol, Triacetine, Triethanol Amine, Tropional (1205-17-0), Wickenol 163 (85150-37-4), Aldolone.

It is particularly preferred, that the at least one additional perfume ingredient selected from group C isAcet Myraldyle, Aid A Hexyl Cinnamique, Cyclohexal, Florosa, Florosa He, Hedione, Hedione He, Hercolyn, Hydroxycitronellal Synt, Mahonial, Myristate Isopropyle, Phtalate Diethyle, Propylene Glycol, Amyl

Salicylate, Tropional.

Preferably, the at least one additional perfume ingredient selected from group C is present in 0.1-80% by weight in the fragrance mixture. Particularly preferred, said additional perfume ingredient is present in 0.1-60 %, even more preferred in 0.1- 40% by weight in the fragrance mixture.

In a further embodiment, at least two additional perfume ingredients selected from group C can be used in the fragrance mixture. Each of the at least two perfume ingredients selected from group C can be present in 0.1-80%, preferred in 0.1- 60%, particularly preferred in 0.1-40% by weight in the fragrance mixture, respectively.

In a particular aspect of the invention, there is provided a fragrance mixture comprising 3-(4-isobutyl-2-methylphenyl)propanal and at least two additional perfume ingredients which are selected independently from two different of the groups A, B and C defined above.

In a further aspect of the invention, there is provided a fragrance mixture comprising 3-(4-isobutyl-2-methylphenyl)propanal and at least three additional perfume ingredients which are selected independently from three different of the groups A, B and C defined above.

Preferably, the fragrance mixtures of the present invention possess substantially similar odour characteristics and performance characteristics as Lilial™.

Furthermore, fragrance mixtures of the present invention can generate particularly substantive and long-lasting muguet odour characteristics.

The fragrance mixtures of the present invention are particularly impactful, allowing perfumers to create desirable fragrance accords with lower concentrations of materials.

In another aspect of the invention there is provide a method of imparting a muguet odour characteristic to a perfume composition, said method comprising the step of incorporating 3-(4-isobutyl-2-methylphenyl)propanal and/or a fragrance mixture defined hereinabove into said perfume composition.

In yet another aspect of the present invention there is provided a perfume composition comprising 3-(4-isobutyl-2-methylphenyl)propanal and/or a fragrance mixture defined hereinabove, the perfume composition being substantially free of any aryl-substituted propanal odourants, which are unsubstituted on the aryl ring at a position ortho to the substituent bearing the aldehyde functionality, in particular Lilial™. A perfume composition according to the present invention can be made up entirely by 3-(4-isobutyl-2-methylphenyl)propanal or a fragrance mixture defined

hereinabove. However, a perfume composition may also contain, in addition to 3- (4-isobutyl-2-methylphenyl)propanal and/or a fragrance mixture defined

hereinabove, one or more additional perfume ingredients.

3-(4-isobutyl-2-methylphenyl)propanal or fragrance mixtures of the present invention may be present in a perfume composition in any amount depending on the particular olfactive effect that a perfumer wishes to achieve. In a particular embodiment of the present invention, a perfume composition of the present invention may contain 3-(4-isobutyl-2-methylphenyl)propanal or fragrance mixtures defined hereinabove in an amount of 0.1 to 100 % by weight of said perfume composition.

A perfume composition need not be limited to the perfume ingredients listed above. Other perfume ingredients commonly used in perfumery may be employed, for example any of those ingredients described in "Perfume and Flavour

Chemicals", S. Arctander, Allured Publishing Corporation, 1994, IL, USA, which is incorporated herein by reference, including essential oils, plant extracts, absolutes, resinoids, odourants obtained from natural products and the like. However, it is preferred that the perfume compositions contain no, or substantially no, Lilial™.

The perfume ingredients contained in said perfume composition are described above, but of course, the perfume composition may not be limited to the stated ingredients. In particular, perfume compositions may comprise adjuvants that are commonly employed in perfume formulations. The term "adjuvants" refers to an ingredient that might be employed in a perfume composition for reasons other than, or not specifically, related to the composition's olfactive performance. For example, an adjuvant may be an ingredient that acts as an aid to processing a perfume ingredient or ingredients, or a composition containing said ingredient(s), or it may improve handling or storage of a perfume ingredient or composition containing same. It might also be an ingredient that provides additional benefits such as imparting colour or texture. It might also be an ingredient that imparts light resistance or chemical stability to one or more ingredients contained in a perfume ingredient or composition containing same. A detailed description of the nature and type of adjuvants commonly used in perfume mixture or compositions containing same cannot be exhaustive, but it has to be mentioned that said ingredients are well known to a person skilled in the art. Examples of adjuvants include solvents and co-solvents; surfactants and emulsifiers; viscosity and rheology modifiers; thickening and gelling agents; preservative materials;

pigments, dyestuffs and colouring matters; extenders, fillers and reinforcing agents; stabilisers against the detrimental effects of heat and light, bulking agents, acidulants, buffering agents and antioxidants.

Furthermore, any one or more of the perfume ingredients or adjuvants employed in the present invention might be formulated in a delivery vehicle if desired to provide a desired effect. Delivery vehicles may include encapsulates. Alternatively, a delivery vehicle may be in the form of a solid support, e.g. a polymeric support material onto which one or more perfume ingredients or adjuvants may be chemically or physically bound. Still further, one or more perfume ingredients or adjuvants may be dissolved or dispersed in a matrix material, which serves to control the rate at which said ingredient or ingredients emanates therefrom. In yet an alternative embodiment, one or more ingredients or adjuvants may be supported on a porous substrate, such as a cyclodextrin or a zeolite or other inorganic material. In a still further embodiment, one or more perfume ingredients may be provided in the form of a pro-perfume, which will react in a suitable environment to release the perfume ingredient in a controlled manner. Having regard to the foregoing, it will be appreciated that a perfume composition may be at least partly in solid form, in gel form, in foam form and/or liquid form. If it is present in solid form, it then it may take the form of granules, powders or tablets.

The present invention provides in another of its aspects a fine fragrance or consumer product, such as a personal care or household care composition that is perfumed by a fragrance mixture or a perfume composition as described above.

The fragrance mixture or a perfume composition defined above, when added to a fine fragrance or consumer product, such as a personal care or household care composition, impart a characteristic muguet odour to said compositions. According to another aspect of the present invention there is provided a method of imparting muguet odour characteristics to a fine fragrance or consumer product, such as a personal care or household care composition comprising the step of adding to said composition a fragrance mixture defined above or a perfume composition containing said fragrance mixture.

In yet another aspect of the invention there is provided a method of imparting muguet odour characteristics to a fine fragrance or consumer product, such as a personal care or household care composition, comprising the step of selectively adding to said fine fragrance or consumer product a fragrance mixture or a perfume composition defined above, and selectively excluding from said fine fragrance or consumer product any aryl-substituted alkanal compounds, which are unsubstituted on the ring at the position ortho o the substituent containing aldehyde functionality.

In yet another aspect of the invention there is provided a method of imparting muguet odour characteristics to a fine fragrance or consumer product, such as a personal care or household care composition, comprising the step of adding thereto a fragrance mixture or a perfume composition defined above, and selectively excluding from said fine fragrance or consumer product any aryl- substituted alkanal compounds, which are unsubstituted on the ring at the position ortho to the substituent containing aldehyde functionality, said selective addition or exclusion being based on the susceptibility of said compounds to enzymatically- mediated degradation to their benzoic acid derivatives when incubated with hepatocytes isolated from rats, said compounds being suitable for addition on the basis that they do not degrade to their benzoic acid derivatives under test conditions, whereas said compounds being excluded on the basis that they do degrade to their benzoic acid derivatives under test conditions.

In yet another aspect of the invention there is provided a perfume composition comprising 3-(4-isobutyl-2-methylphenyl)propanal or a fragrance mixture described above, in a suitable container, together with labelling that does not contain any CMR2 classification.

Consumer products, such as personal and household care compositions include, but are not limited to a textile treatment product, an ironing aid, a cleaning cloth, a laundry detergent, a cleaning product, in particular, for hard and/or soft surfaces, a household cleaner, a care product, a wash care product, a laundry care product, a room fragrancer, and air freshener, a conditioner, a colorant, a fabric

conditioner, a conditioning substrate, a pharmaceutical, a crop protection product, a polish, a food, a cosmetic product, a fertilizer, a building material, an adhesive, a bleach, a decalcifier, an autocare product, floorcare product, cookercare product, leathercare product or furniture care product, a scourer, a disinfectant, a

fragrancer, a mold remover and/or a precursor of the aforementioned products.

The skilled person is fully aware of the applicability of perfume ingredients, fragrance mixtures and perfume compositions to fine fragrance applications, as well as all manner of consumer product applications, such as personal and house hold care compositions and a very detailed description of such compositions is not warranted here. However, specific compositions that can be mentioned include cleaning compositions; autocare compositions; Cosmetic compositions; textile treatment compositions;and air freshener and air care compositions.

Cleaning products include:-

Toilet cleaners or lavatory cleaners, in other words, products for cleaning lavatory bowls and urinals, these products being supplied preferably in the form of powders, blocks, tablets or liquids, preferably gels. Besides other typical ingredients such as surfactants, they generally include organic acids e.g., citric acid and/or lactic acid) or sodium hydrogen sulfate, amidosulfuric acid or phosphoric acid for removing limescale or urine scale;

Pipe-cleaning products or drain cleaners. These are typically strongly alkaline products which serve in general to remove pipe blockages comprising organic materials-such as hair, fat, food residues, soap deposits, and the like. Additions of Al powder or Zn powder may serve for the formation of H2 gas with an

effervescence effect. Possible ingredients are commonly alkalis, alkaline salts, oxidizing agents, and neutral salts. Supply forms in powder form preferably also include sodium nitrate and sodium chloride. Pipe-cleaning products in liquid form may preferably also include hypochlorite. There are also enzyme-based drain cleaners as well. Acidic products are likewise possible;

Universal or all-purpose or general-purpose cleaners. These are cleaners which can be used universally for all hard surfaces in the household and in commerce that can be wiped down wet or damp. Generally speaking, they are neutral or slightly alkaline or slightly acidic products, especially liquid products. All-purpose or general-purpose cleaners generally contain surfactants, builders, solvents and hydrotropes, dyes, preservatives, and the like;

All-purpose cleaners with special disinfectant properties. They additionally include active antimicrobial ingredients (e.g., aldehydes, alcohols, quaternary ammonium compounds, amphoteric surfactants, triclosan);

Sanitary cleaners. These are products for cleaning in bath and toilet. The alkaline sanitary cleaners are used preferably for removing fatty soiling, whereas the acidic sanitary cleaners are employed in particular, for removing limescale. Sanitary cleaners advantageously also have a considerable disinfectant action, particularly the strongly alkaline sanitary cleaners that contain chlorine;

Oven cleaners or grill cleaners which may be supplied in the form of gels or foam sprays. They generally serve for removing burnt-on or carbonized food residues. Oven cleaners are preferably given a strongly alkaline formulation using, for example, sodium hydroxide, sodium metasilicate, 2-aminoethanol. In addition they generally contain anionic and/or nonionic surfactants, water-soluble solvents, and, in some cases, thickeners such as polycarboxylates and carboxymethylcellulose;

Metal polishes. These are cleaners for particular types of metal such as stainless steel or silver. Stainless steel cleaners preferably contain, besides acids (preferably up to 3% by weight, e.g., citric acid, lactic acid), surfactants (in particular, up to 5% by weight, preferably nonionic and/or anionic surfactants), and water, solvents as well (preferably up to 15% by weight) to remove fatty soiling, and also further compounds such as thickeners and preservatives. Very fine polishing structures are included, furthermore, in products for preferably bright stainless steel surfaces. Silver polishes, in turn, may be provided in an acidic formulation. In particular, for removing black deposits of silver sulfide they contain, preferably, complexing agents (e.g., thiourea, sodium thiosulfate). Typical supply forms are polishing cloths, dipping baths, pastes, and liquids. Dark discolorations (oxide layers) are removed using copper cleaners and nonferrous-metal cleaners (e.g., for brass and bronze). They generally have a weakly alkaline formulation (preferably with ammonia) and in general contain polishing agents and also, preferably, ammonium soaps and/or complexing agents;

Glass cleaners and window cleaners. These products serve preferably to remove dirt, especially greasy dirt, from glass surfaces. Preferably they contain compounds such as anionic and/or nonionic surfactants (in particular, up to 5% by weight), ammonia and/or ethanolamine (in particular, up to 1% by weight), ethanol and/or 2-propanol, glycol ethers (in particular, 10-30% by weight), water, preservatives, dyes, anti-misting agents and the like; and

Special-purpose cleaning products, examples being those for glass-ceramic hobs, and also carpet cleaners and stain removers.

Autocare products include:-

Paint preservers, paint polishes, paint cleaners, wash preservers, shampoos for auto washing, auto-wash and wax products, polishes for trim metals, protective films for trim metals, plastics cleaners, tar removers, screen cleaners, engine cleaners, and the like.

Cosmetic products include:-

(a) cosmetic skincare products, especially bath products, skin washing and cleansing products, skincare products, eye makeup, lip care products, nail care products, intimate care products, foot care products; (b) cosmetic products with specific effects, especially sunscreens, tanning products, de-pigmenting products, deodorants, antiperspirants, hair removers, shaving products, perfumes;

(c) cosmetic dental-care products, especially dental and oral care products, tooth care products, cleaners for dental prostheses, adhesives for dental prostheses; and

(d) cosmetic hair care products, especially hair shampoos, hair care products, hair setting products, hair-shaping products, and hair coloring products.

Textile treatment products include:-

Detergents or fabric conditioners, for example, in either liquid or solid form. Air fresheners and room fragrancers include:-

Products that contain preferably volatile and usually pleasant-smelling compounds which advantageously can even in very small amounts mask unpleasant odours. Air fresheners for living areas contain, in particular, natural and synthetic essential oils such as pine needle oils, citrus oil, eucalyptus oil, lavender oil, and the like., in amounts for example of up to 50% by weight. As aerosols they tend to contain smaller amounts of such essential oils, by way of example less than 5% or less than 2% by weight, but additionally include compounds such as acetaldehyde (in particular, <0.5% by weight), isopropyl alcohol (in particular, <5% by weight), mineral oil (in particular, <5% by weight), and propellants. Other presentation forms include sticks and blocks. They are produced typically using a gel

concentrate comprising essential oils. It is also possible to add formaldehyde (for preservation) and chlorophyll (preferably <5% by weight), and also further ingredients. Air fresheners are not, however, restricted to living spaces, but may also be intended for autos, cupboards, dishwashers, refrigerators or shoes, and even their use in vacuum cleaners is a possibility. In the household (e.g., in cupboards), for example, in addition to the odour improvers, disinfectants as well are employed, containing preferably compounds such as calcium phosphate, talc, stearin, and essential oils, these products taking the form, for example, of sachets.

Consumer product compositions referred to hereinabove, particularly those for use in washing or cleaning applications may contain one or more of the following substances:

Builder substances, surfactants, enzymes, bleaching agents, such as preferably organic and/or inorganic peroxygen compounds, peroxygen activators, water- miscible organic solvents, sequestering agents, electrolytes, pH regulators, thickeners, and further adjuvants such as soil release active substances, optical brighteners, graying inhibitors, color transfer inhibitors, foam regulators, and dyes.

Surfactant include anionic surfactants, nonionic surfactants, and mixtures thereof, but also cationic surfactants, are appropriate. Suitable nonionic surfactants are, in particular, ethoxylation and/or propoxylation products of alkyl glycosides and/or of linear or branched alcohols each having 12 to 18 carbon atoms in the alkyl portion and 3 to 20, by preference 4 to 10, alkyl ether groups. Also usable are

corresponding ethoxylation and/or propoxylation products of N-alkylamines, vicinal diols, fatty acid esters and fatty acid amides that correspond, in terms of the alkyl portion, to the aforesaid long-chain alcohol derivatives, and of alkylphenols having 5 to 12 carbon atoms in the alkyl residue.

Suitable anionic surfactants include soaps, and those that contain sulfate or sulfonate groups having preferably alkali ions as cations. Soaps include alkali salts of the saturated or unsaturated fatty acids having 12 to 18 carbon atoms. Such fatty acids can also be used in incompletely neutralized form. Included among the usable surfactants of the sulfate type are the salts of the sulfuric acid semi-esters of fatty alcohols having 12 to 18 carbon atoms, and the sulfated products of the aforesaid nonionic surfactants having a low degree of ethoxylation. Included among the usable surfactants of the sulfonate type are linear

alkylbenzenesulfonates having 9 to 14 carbon atoms in the alkyl portion, alkanesulfonates having 12 to 18 carbon atoms, and olefinsulfonates having 12 to 18 carbon atoms that are produced upon reaction of corresponding monoolefins with sulfur trioxide, as well as alpha-sulfofatty acid esters that are produced upon sulfonation of fatty acid methyl or ethyl esters.

Cationic surfactants include esterquats and/or the quaternary ammonium

compounds (QACs). QACs may be produced by the reaction of tertiary amines with alkylating agents such as methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide. The alkylation of tertiary amines having a long alkyl residue and two methyl groups occurs particularly easily, and the quaternization of tertiary amines having two long residues and one methyl group can also be carried out using methyl chloride under mild conditions. Amines that possess three long alkyl residues or hydroxy-substituted alkyl residues have low reactivity, and are quaternized, for example, using dimethyl sulfate. Suitable QACs are, for example, benzalkonium chloride (N-alkyl-N,N-dimethylbenzylammonium chloride), benzalkon B (m,p-dichlorobenzyldimethyl-C12-alkylammonium chloride), benzoxonium chloride (benzyldodecyl-bis(2-hydroxyethyl)ammonium chloride), cetrimonium bromide (N-hexadecyl-N,N-trimethylammonium bromide),

benzetonium chloride (N,N-dimethyl-N-[2-[2-[p-(l, 1,3,3- tetramethylbutyl)phenoxy]ethoxy]ethyl]benzylammonium chloride),

dialkyldimethylammonium chlorides such as di-n-decyldimethylammonium chloride, didecyldimethylammonium bromide, dioctyldimethylammonium chloride, 1- cetylpyridinium chloride, and thiazoline iodide, as well as mixtures thereof.

Preferred QACs are the benzalkonium chlorides having Cs to C22 alkyl residues, in particular C 12 to C 14 alkylbenzyldimethylammonium chloride. Esterquats include the commercially available

methylhydroxyalkyldialkoyloxyalkylammonium methosulfates marketed by the Stepan company under the trademark Stepantex™, or the products of Cognis Deutschland GmbH known under the trade name Dehyquat™, or the Rewoquat™ products of Goldschmidt-Witco.

Surfactants may be employed in amounts of 5 wt % to 50 wt % in a consumer product of the present invention.

Builders include the water-soluble and/or water-insoluble, organic and/or inorganic builders. In particular, they include the water-soluble organic builder substances are polycarboxylic acids, more particularly citric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid, and ethylenediaminetetraacetic acid, as well as polyaspartic acid, polyphosphonic acids, in particular aminotris(methylenephosphonic acid), ethylenediaminetetrakis(methylenephosphonic acid), and l-hydroxyethane-1,1- diphosphonic acid, polymeric hydroxy compounds such as dextrin, as well as polymeric (poly)carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids, and mixed polymers thereof, which can also contain small proportions of polymerizable substances having no carboxylic-acid functionality. The relative molecular weight of homopolymers of unsaturated carboxylic acids is generally between 5000 and 200,000, that of the copolymers between 2000 and 200,000, based in each case on free acid. Suitable compounds of this class are copolymers of acrylic acid or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene, and styrene, in which the proportion of acid is equal to at least 50 wt %. It is also possible to use, as water-soluble organic builder substances, terpolymers that contain two unsaturated acids and/or salts thereof as monomers and, as a third monomer, vinyl alcohol and/or a vinyl alcohol derivative or a carbohydrate. The first acid monomer or salt thereof may be derived from an ethylenically mono-unsaturated C3 to Cs carboxylic acid. The second acid monomer or salt thereof can be a derivative of a C 4 to Cs dicarboxylic acid, for example maleic acid. The third monomeric unit is constituted by vinyl alcohol and/or an esterified vinyl alcohol. Polymers may contain 60 wt % to 95 wt %, in particular 70 wt % to 90 wt %, (meth)acrylic acid or (meth)acrylate, as well as 5 wt % to 40 wt % vinyl alcohol and/or vinyl acetate. Particular polymers are those in which the weight ratio of (meth)acrylic acid respectively (meth)acrylate to maleic acid or maleate is between 1 : 1 and 4: 1. Both the quantities and the weight ratios are based on the acids. The second acid monomer or salt thereof can also be a derivative of an allylsulfonic acid that is substituted in the 2-position with an alkyl radical, e.g. a Ci to C 4 alkyl radical, or with an aromatic radical that may be derived from benzene or benzene derivatives. Terpolymers may contain 40 wt % to 60 wt %, in particular 45 to 55 wt %, (meth)acrylic acid or (meth)acrylate, particularly preferably acrylic acid or acrylate, 10 wt % to 30 wt %, by preference 15 wt % to 25 wt % methallylsulfonic acid or methallylsulfonate, and as a third monomer 15 wt % to 40 wt %, by preference 20 wt % to 40 wt % of a

carbohydrate. This carbohydrate can be, for example, a mono-, di-, oligo-, or poly ¬ saccharide, e.g. sucrose. The terpolymers generally have a relative molecular weight between 1000 and 200,000. Further copolymers include those that comprise, as monomers, acrolein and acrylic acid/acrylic acid salts, or vinyl acetate. Especially for the manufacture of liquid detergents, the organic builder substances can be used in the form of aqueous solutions, for example a 30- to 50- weight-percent aqueous solutions. All the aforesaid acids may be used in the form of their water-soluble salts, in particular their alkali salts.

Organic builder substances can be employed in quantities of up to 40 wt %. Water-soluble inorganic builder materials include alkali silicates and polyphosphates, e.g. sodium triphosphate. Crystalline or amorphous alkali aluminosilicates, e.g. crystalline sodium aluminosilicates, may also be employed as water-insoluble, water-dispersible inorganic builder materials, in quantities of up to 50 wt %, for example. Aluminosilicates typically comprise particles having a particle size less than 30 μηι.

Crystalline alkali silicates may also be employed, either alone or used with amorphous silicates. The alkali silicates usable in consumer products of the present invention as detergency builders may have a molar ratio of alkali oxide to Si0 2 below 0.95, in particular from 1: 1.1 to 1: 12, and can be present in amorphous or crystalline fashion. The alkali silicates may be sodium silicates, in particular the amorphous sodium silicates, having a Na 2 0:Si0 2 molar ratio from 1:2 to 1:2.8.

Builder substances may be contained in consumer product compositions according to the present invention at levels up to 60 wt %.

Peroxygen compounds include organic peracids or peracid salts of organic acids such as phthalimidopercapronic acid, perbenzoic acid, or salts of

diperdodecanedioic acid, hydrogen peroxide, and inorganic salts that release hydrogen peroxide under application conditions, such as perborate, percarbonate, and/or persilicate. If solid peroxygen compounds are to be used, they can be utilized in the form of powders or granulates, which in principle can also be encased in known fashion.

Peroxygen compounds may be employed in amounts up to 50 wt %. The addition of small quantities of known bleaching-agent stabilizers, for example

phosphonates, borates respectively metaborates, and metasilicates, as well as magnesium salts such as magnesium sulfate, may be useful. Compounds that, under perhydrolysis conditions, yield aliphatic peroxocarboxylic acids having preferably 1 to 10 carbon atoms, in particular 2 to 4 carbon atoms, and/or (optionally substituted) perbenzoic acid, can be used as bleach activators. Substances that carry 0- and/or N-acyl groups having the aforesaid number of carbon atoms, and/or optionally substituted benzoyl groups, are suitable. Multiple acylated alkylenediamines, in particular tetraacetylethylendiamine (TAED), acylated triazine derivatives, in particular l,5-diacetyl-2,4-dioxohexahydro-l,3,5-triazine (DADHT), acylated glycolurils, in particular tetraacetyl glycoluril (TAGU), N- acylimides, in particular N-nonanoyl succinimide (NOSI), acylated phenolsulfonates, in particular n-nonanoyl or isononanoyl oxybenzenesulfonate (n- or iso-NOBS), carboxylic acid anhydrides, in particular phthalic acid anhydride, acylated

polyvalent alcohols, in particular triacetin, ethylene glycol diacetate, 2,5-diacetoxy- 2,5-dihydrofuran, and enol esters, as well as acetylated sorbitol and mannitol respectively mixtures thereof (SORMAN), acylated sugar derivatives, in particular pentaacetylglucose (PAG), pentaacetylfructose, tetraacetylxylose and

octaacety I lactose, as well as acetylated, optionally N-alkylated glutamine and gluconolactone, and/or N-acylated lactams, for example N-benzoylcaprolactam, may be employed. Hydrophilically substituted acyl acetates and acyl lactams may likewise be employed. Combinations of conventional bleach activators can also be used. Such bleach activators can be contained in the usual quantity range, by preference in quantities from 1 wt % to 10 wt %, in particular 2 wt % to 8 wt %, based on the entire agent.

In addition to or instead of the aforementioned conventional bleach activators, sulfonimines and/or bleach-intensifying transition metal salts or transition metal complexes can also be contained as bleach catalysts. Included among the appropriate transition metal compounds are, in particular, salen complexes of manganese, iron, cobalt, ruthenium, or molybdenum and nitrogen-analog compounds thereof, carbonyl complexes of manganese, iron, cobalt, ruthenium, or molybdenum, complexes of manganese, iron, cobalt, ruthenium, molybdenum, titanium, vanadium, and copper having nitrogen-containing tripod ligands, amine complexes of cobalt, iron, copper, and ruthenium. Combinations of bleach activators and transition metal bleach catalysts can likewise be used. Bleach- intensifying transition metal complexes, in particular having the central atoms Mn, Fe, Co, Cu, Mo, V, Ti, and/or Ru, can be used in conventional quantities, such as up to 1 wt % based on the weight of the consumer product composition.

Suitable enzymes that may be employed in compositions are those from the class of the proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases, and peroxidases, as well as mixtures thereof. Enzymatically active substances recovered from fungi or bacteria, such as Bacillus subtilis, Bacillus licheniformis, Streptomyces griseus, Humicola lanuginosa, Humicola insolens, Pseudomonas pseudoalcaligenes, or Pseudomonas cepacia, are also suitable. The enzymes that are used as applicable can be adsorbed onto carrier substances and/or embedded into encasing substances in order to protect them from premature inactivation. They may be contained in washing products according to the present invention in amounts typically below 5 wt %.

Optical brighteners include derivatives of diaminostilbenedisulfonic acid or alkali metal salts thereof. Suitable, for example, are salts of 4,4'-bis(2-anilino-4- morpholino-l,3,5-triazinyl-6-amino)stilbene-2,2'-disulfonic acid, or compounds of similar structure that carry, instead of the morpholino group, a diethanolamino group, a methylamino group, an anilino group, or a 2-methoxyethylamino group. Brighteners of the substituted diphenylstyryl type can also be present, e.g. the alkali salts of 4,4'-bis(2-sulfostyryl)diphenyl, of 4,4'-bis(4-chloro-3- sulfostyryl)diphenyl, or of 4-(4-chlorostyryl)-4'-(2-sulfostyryl)diphenyl. Mixtures of the aforesaid optical brighteners can also be used. Foam inhibitors include organopolysiloxanes and mixtures thereof with microfine, optionally silanated silicic acid, as well as paraffin waxes and mixtures thereof with silanated silicic acid or bis-fatty acid alkylenediamides. Mixtures of different foam inhibitors, for example those made of silicones, paraffins, or waxes, can also be employed. The foam inhibitors, in particular silicone- and/or paraffin-containing foam inhibitors are by preference bound to a granular carrier substance that is soluble or dispersible in water. Mixtures of paraffins and bistearylethylenediamide, in particular may be employed.

Soil release active substances are those compounds that positively influence the ability of oils and fats to be washed out of textiles. This effect becomes particularly apparent when the soiled textile is one that has already been previously washed several times with a washing agent according to the present invention that contains this oil- and fat-releasing component. The preferred oil- and fat-releasing components include, for example, nonionic cellulose ethers such as methyl cellulose and methyl hydroxypropyl cellulose having a 15 to 30 wt % proportion of methoxy groups and a 1 to 15 wt % proportion of hydroxypropoxyl groups, based in each case on the nonionic cellulose ethers, as well as polymers, known from the existing art, of phthalic acid and/or terephthalic acid resp. of their derivatives with monomeric and/or polymeric diols, in particular polymers of ethylene

terephthalates and/or polyethylene glycol terephthalates or anionically and/or nonionically modified derivatives thereof.

Colour transfer inhibitors include polymers of vinyl pyrrol idone, vinylimidazole, vinylpyridine-N-oxide, or copolymers thereof. Also usable are both

polyvinylpyrrolidones having molecular weights from 15,000 to 50,000 and polyvinylpyrrolidones having molecular weights above 1,000,000, in particular from 1,500,000 to 4,000,000, N-vinylimidazole/N-vinylpyrrolidone copolymers, polyvinyloxazolidones, copolymers based on vinyl monomers and carboxylic acid amides, pyrrolidone-group-containing polyesters and polyamides, grafted

polyamidoamines and polyethylenimines, polymers having amide groups made up of secondary amines, polyamine-N-oxide polymers, polyvinyl alcohols, and copolymers based on acrylamidoalkenyl sulfonic acids. It is also possible, however, to use enzymatic systems encompassing a peroxidase and hydrogen peroxide or a substance that yields hydrogen peroxide in water.

Graying inhibitors are those materials that keep dirt that has been detached from the textile fibers suspended in a washing medium. Water-soluble colloids, usually organic in nature, are suitable for this, for example starch, size, gelatin, salts of ethercarboxylic or ethersulfonic acids of starch or of cellulose, or salts of acid sulfuric acid esters of cellulose or of starch. Water-soluble polyamides containing acid groups are also suitable for this purpose. Starch derivatives other than those recited above can also be used, for example aldehyde starches. Cellulose ethers such as carboxymethyl cellulose (sodium salt), methyl cellulose, hydroxyalkyl cellulose, and mixed ethers such as methylhydroxyethyl cellulose,

methyl hydroxy propyl cellulose, methylcarboxymethyl cellulose, and mixtures thereof may be used, for example in quantities from 0.1 to 5 wt % based on the weight of the consumer product.

Organic solvents include alcohols having 1 to 4 carbon atoms, in particular methanol, ethanol, isopropanol, and tert-butanol, diols having 2 to 4 carbon atoms, in particular ethylene glycol and propylene glycol, as well as mixtures thereof, and the ethers derivable from the aforesaid compound classes. Water-miscible solvents of this kind are present in washing products according to the present invention in amounts typically not exceeding 30 wt %. pH regulators include citric acid, acetic acid, tartaric acid, malic acid, lactic acid, glycolic acid, succinic acid, glutaric acid, and/or adipic acid, but also mineral acids, in particular sulfuric acid, or bases, in particular ammonium hydroxides or alkali hydroxides. pH regulators of this kind are contained in the agents according to the present invention in quantities preferably not above 20 wt %, in particular from 1.2 wt % to 17 wt %.

The fragrance mixtures and perfume compositions may be particularly used to perfume household products containing enzymes, such as those defined above, and in particular textile treatment products, such as detergents, containing enzymes.

There now follows a series of examples that serve to further illustrate the invention.

Example 1 is a fragrance mixture suitable to replace Lilial. The ingredients are given in % by weight. Example 1

3-(4-isobutyl-2-methylphenyl)propanal 3

Aid C 110 Undecylique 0.004

Aid CIO decylique 0.01

Aid Cyclamen 3

Citronellyl oxyacetaldehyde 0.02

Decenal-4-trans 0.02 Dipropylene Glycol 61.526

Dupical 0.04

Florhydral 0.25

Florosa 18

Mefrosol 0.3 Musk C14 1 Myraldene 0.03

Nectaryl 0.3

Precyclemone B 0.5

Silvial 12 Total 100

Example 2 is an other fragrance mixture suitable to replace Lilial. The ingredients are given in % by weight.

Example 2

3-(4-isobutyl-2-methylphenyl)propanal 10

Adoxal 0.4

Ale C 13 oxo 8

Aid A Hexyl Cinnamique 15

Azurone 10%/TEC 0.3 Brassylate Ethylene 1.5

Decenal-4-trans 0.02

Dupical 0.1

Florhydral 3

Heliotropine crist 1.4 Isoeugenol 0.03

Mefranal 2.5

Myraldene 4.5

Peche Pure 0.5

Peonile 13.25 Salicylate Amyle 2.5

Salicylate Hexyle 32 Total 100