WO2023160791A1

WO2023160791A1 - Combinations of 2-methyl-2-octanol with pleasant smelling compounds

Info

Publication number: WO2023160791A1
Application number: PCT/EP2022/054649
Authority: WO
Inventors: Bernd HÖLSCHER; Mark MANSFELD; Lara-Joy KLEINE-BENNE; Theo BELMAS
Original assignee: Symrise Ag
Priority date: 2022-02-24
Filing date: 2022-02-24
Publication date: 2023-08-31

Abstract

Suggested is the use of 2-Methyl-2-octanol in small quantities as enhancer and/or modifier within fragrance compositions to positively affect green and/or watery notes.

Description

Combinations of 2-Methyl-2-octanol with pleasant smelling compounds

FIELD OF THE INVENTION:

[0001] The present invention relates to the use of 2-Methyl-2-octanol as enhancer, modifier and/or contributor of fragrances. Furthermore, the present invention relates to fragrance compositions, their use, and a method for modifying and/or enhancing certain fragrance notes.

BACKGROUND OF THE INVENTION

[0002] The perfume industry requires the constant development of novel fragrances to enhance the pallet of scents and satisfy consumer demands. However, the creation of a new fragrance or fragrance compositions involves a number of challenges. For example, it is necessary to select a specific composition of a few fragrances from an almost unlimited number of possible structures known from the prior art, in order to satisfy a specific need of the market and provide a product that matches the profile required by customers.

[0003] The combination of multiple known fragrances can guide the creation of scents that are perceived by the consumer as novel and exciting. In this process, it is necessary to combine several compounds for a single product. However, the cost of basic ingredient for fragrances or fragrance compositions is high, which results in an interest of the perfume industry to utilize fragrances as efficient as possible. The addition of further compounds to already known fragrances to create novel scents is an effective method to enhance the pallet of scents. Enhancing or modifying compounds boosting novel or known fragrances or compositions are in high demand as the resulting product can have superior properties regarding the overall perception of the scent. However, the identification of chemical compounds or compositions modifying and/or boosting the scent profile of known fragrances or fragrance compositions in order to create new scents is challenging. It is currently impossible to match compounds solely based on chemical structure to create a pleasant scent. Therefore, rigorous testing of fragrance combinations and concentrations by industry specialists is required to identify new candidates. In particular, the identification of additional compounds that are able to modify known fragrances by providing trace amounts of the additional compounds is highly desirable due to the possibility of creating a high number of novel scents from previously known fragrances or fragrance compositions by addition of said compounds. This method is cost effective due to the small amount necessary to enhance and/or modify the already known scent.

[0004] Thus, the underlying objective of the present intention was to provide a compound, which enables the positive modification of known scents and/or enhance the fragrance profile even in small quantities to increase the pallet of scents offered to costumers.

DESCRIPTION OF THE INVENTION

[0005] This is solved by the use of the compound according to formula (I) (2-Methyl- 2-octanol, Cas Nr.: 628-44-4)

within a fragrance composition for modifying and/or enhancing one or more pleasant olfactory impression of one or more pleasant smelling compounds, whereby this compound/these compounds is/are different from 2-Methyl-2-octanol.

[0006] 2-Methyl-2 -octanol is known by the fragrance industry. Its fragrance profile is described as comprising flowery, in particular lilac and/or lavender, fresh and/or slightly woody notes. [0007] Surprisingly, it has been found that the addition of small amounts of 2-Methyl- 2-octanol to one or more pleasant smelling compounds greatly modified one or more pleasant olfactory impression of those one or more pleasant smelling compounds in a positive way. In particular the at least one or more pleasant olfactory impressions of the one or more pleasant smelling compounds is selected from more powerful, more fruity, cleaner, stronger, greener, more watery, more vanilla. Preferably, the wherein the one or more pleasant smelling compounds are selected from fragrances with at least one green and/or watery note. Preferably, green notes of fragrances feature fresh and lively notes that evoke freshly cut grass or stems, green leaves (like violet leaf), foliage, mosses, green tea or other green vegetal scents. Furthermore, green notes can also come from aromatic herbs. Further preferably, watery notes give a fragrance a distinctively fresh, clean, translucent and airy scent. This category is preferably dominated by scents of aquatic plants, but also notes such as cucumber or tea accords.

[0008] In connection with the preferred use for modifying and/or enhancing one or more pleasant olfactory impressions of one or more pleasant smelling compounds, it is also recognized that 2-Methyl-2-octanol excellently functions as a so-called booster (amplifier; enhancer).

[0009] More surprisingly, small amounts of 2-Methyl-2-octanol were able to enhance already existing green and/or watery notes of fragrances or fragrance compositions.

[0010] In connection with the preferred use according to the present invention, 2- Methyl-2-octanol is used in a sensory effective amount. A sensory effective amount is the total amount necessary for imparting a sensory effect alone or in combination with further compounds or compositions.

[0011] As already said above, 2-Methyl-2-octanol is used together with at least one pleasant smelling compound to create a fragrance composition. Said fragrance compositions are obtainable by methods known in the art such as simple mixing or homogenization of ingredients. The at least one pleasant smelling compound can be any other compound with one or more pleasant olfactory impression, preferably, the at least one pleasant smelling compound has at least one green and/or watery odor note.

[0012] In the context of the present invention, "pleasantly smelling compounds" are generally to be understood as meaning compounds that produce one or more pleasant smell impressions, whether as a primary smell or as a secondary/subordinate smell note.

[0013] 2-Methyl-2 -octanol can be used in a variety of products and can be combined particularly advantageously with other pleasantly smelling compounds in different proportions to form fragrance mixtures, and novel and original perfume compositions can also be created. Accordingly, one aspect of the invention also relates to fragrance compositions and possibly further constituents (solvents or the like), which contain 2- Methyl-2-octanol.

[0014] In a preferred embodiment of the present invention the amount of 2-Methyl- 2-octanol is in the range of 0.00001 to 99.9% by weight, based on the total weight of the fragrance composition, more preferably in the range of 0.001 to 5% by weight, and most preferably in the range of 0.05 to 1% by weight.

[0015] In a preferred embodiment of the present invention the weight ratio of 2- Methyl-2-octanol to the total amount of pleasant smelling compounds different from 2-Methyl-2-octanol is in the range of 1 :10 000 to 1 :5, more preferably in the range of 1 :2000 to 1 :10, most preferably in the range of 1 :2000 to 1 :150.

[0016] Examples of pleasant smelling compounds, in particular fragrances, which may advantageously be combined with 2-Methyl-2-octanol in the context of the present invention can be found, for example, in S. Arctander, Perfume and Flavor Materials, Vol. I and II, Montclair, N. J. 1969, self-published, or K. Bauer ei a/., Common Fragrance and Flavor Materials, 4th Edition, Wiley-VCH, Weinheim 2001.

[0017] Specifically mentioned are: Extracts from natural raw materials such as essential oils, concretes, absolutes, resins, resinoids, balsams, tinctures such as:

Ambergris tincture; Amyris oil; Angelica seed oil; Angelica root oil; Anise oil; Valerian oil; Basil oil; tree moss absolute; bay oil; mugwort oil; benzoeresin; bergamot oil; Beeswax absolue; Birch tar oil; Bitter almond oil; Savory oil; Bucco leaf oil; Cabreuva oil; Cade oil; Calmus oil; Camphor oil; Cananga oil; Cardamom oil; Cascarilla oil; Cassia oil; Cassie-absolue; Castoreum-absolue; Cedar leaf oil; Cedarwood oil; Cistus oil; Citronella oil; Citron oil; Copaiva balsam; Copaiva balsam oil; Coriander oil; Costus root oil; Cumin oil; Cypress oil; Davana oil; Dill herb oil; Dill seed oil; Eau de brouts-Absolue; Oak moss absolute; Elemi oil; Tarragon oil; Eucalyptus citriodora oil; Eucalyptus oil; Fennel oil; Spruce needle oil; Galbanum oil; Galbanum resin; Geranium oil; Grapefruit oil; Guaiac wood oil; Gurjun balsam; Gurjun balsam oil; Helichrysum absolute; Helichrysum oil; Ginger oil; Iris root absolute; Iris root oil; Jasmine absolute; Calamus oil; Chamomile oil blue; Chamomile oil roman; Carrot seed oil; Cascarilla oil; Pine needle oil; Spearmint oil; Caraway oil; labdanum oil; labdanum absolute; labdanum resin; lavandin absolute; Lavandin oil; Lavender absolute; Lavender oil; Lemongrass oil; Lovage oil; Lime oil distilled; Lime oil pressed; Linaloe oil; Litsea cubeba oil; Bay leaf oil; Mace oil; Marjoram oil; Mandarin oil; Massoir bark oil; Mimosa absolute; Musk grain oil; Musk tincture; Muscat sage oil; Nutmeg oil; Myrrh absolute; Myrrh oil; Myrtle oil; Clove leaf oil; Clove flower oil; Neroli oil; Olibanum absolute; Olibanum oil; Opopanax oil; orange blossom absolute; orange oil; origanum oil; palmarosa oil; patchouli oil; Perilla oil; Perubalsam oil; Parsley leaf oil; Parsley seed oil; Petitgrain oil; Peppermint oil; Pepper oil; Allspice oil; Pine oil; Poley oil; Rose absolute; Rosewood oil; Rose oil; Rosemary oil; Sage oil Dalmatian; Sage oil Spanish; Sandalwood oil; Celery seed oil; Spicy lavender oil; Star anise oil; Styrax oil; Tagetes oil; Fir needle oil; Tea tree oil; Turpentine oil; Thyme oil; Tolu balsam; Tonka absolue; tuberose-absolue; vanilla extract; violet leaf-absolue; verbena oil; vetiver oil; juniper berry oil; wine yeast oil; wormwood oil; Wintergreen oil; ylang oil; hyssop oil; civet-absolue; cinnamon leaf oil; cinnamon bark oil and fractions thereof, or Ingredients isolated therefrom;

[0018] Individual odorants from the group of hydrocarbons, such as 3-carene; a- pinene; B-pinene; a-terpinene; y-terpinene; p-cymene; bisabolene; camphene; caryophyllene; cedrene; farnesene; limonene; longifolene; myrcene; ocimene; valencene; (E,Z)-1 ,3,5-undecatriene; styrene; diphenylmethane; of the aliphatic alcohols such as Hexanol; octanol; 3-octanol; 2,6-dimethylheptanol; 2- methyl-2-heptanol; 2-methyl-2-octanol; (E)-2-hexenol; 1 -octen-3-ol; mixture of 3,4,5,6,6-pentamethyl-3/4-hepten-2-ol and 3,5,6,6-tetramethyl-4-methyleneheptan-2- ol; (E,Z)-2,6-nonadienol; 3,7-dimethyl-7-methoxyoctan-2-ol; 9-decenol; 10-undecenol; 4-methyl-3-decen-5-ol; of aliphatic aldehydes and their acetals, such as Hexanal; heptanal; octanal; nonanal; decanal; undecanal; dodecanal; 2-methyloctanal; 2-methylnonanal; (E)-2-hexenal; (Z)- 4-heptenal; 2,6-dimethyl-5-heptenal; 10-undecenal; (E)-4-decenal; 2-dodecenal; 2,6, 10-trimethyl-9-undecenal; 2,6, 10-trimethyl-5,9-undecadienal; heptanaldiethyl acetal; 1 , 1 -dimethoxy-2,2,5-trimethyl-4-hexene; citronellyloxyacetaldehyde; 1 -( 1 -methoxy- propoxy)-(E/Z)-3-hexene; of aliphatic ketones and their oximes such as 2-heptanone; 2-octanone; 3-octanone; 2-nonanone; 5-methyl-3-heptanone; 5-methyl-3-heptanone oxime; 2, 4,4,7- tetramethyl-6-octen-3-or|; 6-methyl-5-hepten-2-one; of aliphatic sulfur-containing compounds such as 3-methylthiohexanol; 3- methylthiohexyl acetate; 3-mercaptohexanol; 3-mercaptohexyl acetate; 3- mercaptohexyl butyrate; 3-acetylthiohexyl acetate; 1 -menthen-8-thiol; of aliphatic nitriles such as 2-nonenoic acid nitrile; 2-undecenoic acid nitrile; 2- tridecenoic acid nitrile; 3, 12-tridecadienoic acid nitrile; 3,7-dimethyl-2,6-octadienoic acid nitrile; 3,7-dimethyl-6-octenoic acid nitrile; esters of aliphatic carboxylic acids, e.g. (E)- and (Z)-3-hexenyl formate; ethyl acetoacetate; isoamyl acetate; 3,5,5-trimethylhexyl acetate; 3-methyl-2-butenyl acetate; (E)-2-hexenyl acetate; (E)- and (Z)-3-hexenyl acetate; Octyl acetate; 3-octyl acetate; 1 -octene-3-yl acetate; ethyl butyrate; butyl butyrate; isoamyl butyrate; hexyl butyrate; (E)- and (Z)-3-hexenyl isobutyrate; Hexyl crotonate; ethyl isovalerate; ethyl 2- methylpentanoate; ethyl hexanoate; allyl hexanoate; ethyl heptanoate; allyl heptanoate; ethyl octanoate; Ethyl (E,Z)-2,4-decadienoate; methyl 2-octinate; methyl 2-noninate; allyl 2-isoamyloxyacetate; M ethy 1 -3,7-dimethyl-2,6-octadiene-oate;4-methyl-2- pentyl crotonate; of acyclic terpene alcohols such as. Geraniol; nerol; lavadulol; nerolidol; farnesol; tetrahydrolinalool; tetrahydrogeraniol; 2,2-Dimethyl-3-(3-methylphenyl)propan-1 -ol;

2.6-dimethyl-7-octen-2-ol; 2,6-dimethyloctan-2-ol; 2- methyl-6-methylene-7-octen- 2-ol; 2,6-dimethyl-5,7-octadien-2-ol; 2,6-dimethyl-3,5-octadien-2-ol; 3,7-dimethyl-

4.6-octadien-3-ol; 3,7-Dimethyloct-6-en-1 -ol; (2E)-3,7-Dimethylocta-2,6-dien-1 -ol;

3.7-dimethyl-1 ,5,7-octatrien-3-ol 2,6-dimethyl-2,5J-octatrien-1 -ol; and their formates, acetates, propionates, isobutyrates, butyrates, isovalerianates, pentanoates, hexanoates, crotonates, tiglinates and 3-methyl-2-butenoates; of the acyclic terpene aldehydes and ketones such as citronellal; 7-methoxy-3,7- dimethyloctanal; 2,6,10-trimethyl-9-undecenal; geranylacetone; and the dimethyl and diethylacetals of geranial, neral, of cyclic terpene alcohols such as. menthol; isopulegol; alpha-terpineol; terpinenol-4; menthan-8-ol; menthan-1 -ol; menthan-7-ol; borneol; isoborneol; linalool oxide; nopol; cedrol; ambrinol; vetiverol; guaiaol; and their formates, acetates, propionates, isobutyrates, butyrates, isovalerianates, pentanoates, hexanoates, crotonates, tiglinates and 3-methyl-2-butenoates; of cyclic terpene aldehydes and ketones such as Menthone; isomenthone; 8- mercaptomenthan-3-or|; carvone; camphor; fenchone; alpha-lonone; beta-lonone; alpha-n-methylionone; beta-n-methylionone; alpha-lsomethylionone; beta-lsomethyl- ionone; alpha-irone; beta-damascenone; 1 -(2,4,4-trimethyl-2-cyclohexen-1 -yl)-2- buten-1 -one; 1 ,3,4,6,7,8a-Hexahydro-1 , 1 ,5,5-tetramethyl-2H-2,4a-methano- naphthalen-8(5H)-on;2-Methyl-4-(2,6,6-trimethyl-1 -cyclohexen-1 -yl)-2-butenal; Nootkatone; dihydronootkatone; 4,6,8-megastigmatriene-3-or|; alpha-sinensal; beta- sinensal; acetylated cedarwood oil (methylcedrylketone); of cyclic alcohols such as 4-tert-butylcyclohexanol; 3,3,5-trimethylcyclohexanol; 3- Isocamphylcyclohexanol; 2,6,9-trimethyl-Z2,Z5,E9-cyclododecatrien-1 -ol; 2-lsobutyl - 4-m ethyltetrahyd ro-2H-pyran-4-ol; 4-cyclohexylbutan-2-ol; of cycloaliphatic alcohols such as. alpha,3,3-trimethylcyclohexylmethanol; 1 -(4- lsopropylcyclohexyl)ethanol; 2-methyl-4-(2,2,3-trimethyl-3-cyclopent-1 -yl)butanol; 2- methyl-4-(2,2,3-trimethyl-3-cyclopent-1 -yl)-2-buten-1 -ol; 3-methyl-5-(2,2,3- trimethyl-3-cyclopent-1 -yl)-pentan-2-ol; 3-Methyl-5-(2,2,3-trimethyl-3-cyclopent-1 - yl)-4-penten-2-ol; 3,3-Dimethyl-5-(2,2,3-trimethyl-3-cyclopent-1 -yl)-4-penten-2-ol; 1 - (2,2,6-Trimethylcyclohexyl)pentan-3-ol; 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol; cyclic and cycloaliphatic ethers, e.g. Cineol; cedryl methyl ether; cyclododecyl methyl ether;1 , 1 -dimethoxycyclododecane; (ethoxymethoxy)cyclo-dodecane; alpha-cedrene epoxide; 3a,6,6,9a-tetramethyldodecahydro-naphtho[2, 1 -b]furan; 3a-ethyl-6,6,9a- trimethyldodecahydronaphtho[2, 1 b]furan; 1 ,5,9-tri-methyl-13-oxabicyclo[10. 1 ,0]trideca-4,8-diene; rose oxide; 2-(2,4-dimethyl-3-cyclohexen-1 -yl)-5-m ethyl-5-( 1 - methyl propyl)- 1 , 3-d ioxane; of cyclic and macrocyclic ketones such as 4-tert.- butylcyclohexanone ; 2,2,5-trimethyl- 5-pentylcyclopentanone ; 2-heptylcyclopentanone ; 2-pentyl-cyclopentanone ; 2-hyd roxy-3-m ethyl-2-cyclopenten- 1 -one ; 3-methyl-cis-2-penten- 1 -yl-2-cyclopenten- 1 -one ; 3-methyl-2-pentyl-2-cyclopenten-1 -one ; 3-methyl-4-cyclopentadecenone ; 3- methyl-5-cyclopentadecenone ; 3-methylcyclopenta-decanone ; 4-(1 -ethoxyvinyl)-3, 3,5,5-tetramethylcyclohexanone ; 4-tert. - pentylcyclo-hexanone; 5-cyclohexadecen-1 - one; 6,7-dihydro-1 , 1 ,2,3,3-pentamethyl-4(5H)-indanone; 8-cyclohexadecen-1 -one; 9- cycloheptadecen-1 -or|; cyclopentadecanone; cyclohexadecanone; of cycloaliphatic aldehydes such as 2-methyl-4-(2,2,6-trimethyl-cyclohexen-1 -yl)-2- butenal; 4-(4-hydroxy-4-methylpentyl)-3-cyclohexenecarbaldehyde; 4-(4-methyl-3- penten-1 -yl )-3-cyclohexenecarbald ehyde ; of cycloaliphatic ketones, e.g. 1 -(3,3-Dimethylcyclohexyl)-4-penten-1 -on; 2,2- Dimethyl-1 -(2,4-dimethyl-3-cyclohexen-1 -yl)-1 -propanon; 1 -(5,5-Dimethyl-1 - cyclohexen-1 -yl)-4-penten-1 -on; 2, 3,8,8-tetramethyl-1 , 2, 3,4, 5, 6,7, 8-octahydro-2- naphthalenyl methyl ketone; methyl 2,6, 10-trimethyl-2,5,9-cyclododecatrienyl ketone; tert. - butyl-(2,4-dimethyl-3-cyclohexen-1 -yl)ketone; of ester of cyclic alcohols such as 2-tert-butylcyclohexyl acetate; 4-tert-butylcyclohexyl acetate; 2-tert-pentylcyclohexyl acetate; 4-tert-pentylcyclohexyl acetate; 3,3, 5-tri methylcyclohexyl acetate; decahyd ro-2-naphthyl acetate; 2-cyclo-pentylcyclopentyl crotonate; 3-pentyl tetrahydro-2H-pyran-4-yl acetate; decahydro-2, 5, 5, 8a- tetramethyl-2-naphthyl acetate; 4,7-methano-3a,4,5,6,7,7a-hexa-hydro-5, resp. 6- indenyl acetate; 4,7-methano-3a,4,5,6,7,7a-hexahydro-5, or 6-indenyl propionate; 4,7- methano-3a,4,5,6,7,7a-hexahydro-5, or 6-indenyl isobutyrate; 4,7-methanooctahydro- 5, or 6-indenyl acetate; of esters of cycloaliphatic alcohols such as 1 -cyclohexylethyl crotonate; of esters of cycloaliphatic carboxylic acids, e.g. Allyl 3-cyclohexyl propionate; allyl cyclohexyloxy acetate; ice and trans-methyl dihydrojasmonate; ice and trans-methyl jasmonate; methyl 2-hexyl-3-oxocyclopentane carboxylate; ethyl 2-ethyl-6,6-dimethyl- 2-cyclohexene carboxylate; ethyl 2,3,6,6-tetramethyl-2-cyclohexene carboxylate; ethyl

2-methyl-1 ,3-dioxolane-2-acetate; of araliphatic alcohols such as Benzyl alcohol; 2-phenylethanol; 1 -phenylethyl alcohol;

3-phenylpropanol; 2-phenylpropanol; 2-phenoxyethanol; 2,2-dimethyl-3- phenylpropanol; 2,2-dimethyl-3-(3-methylphenyl)propanol; 1 , 1 -dimethyl-2- phenylethyl alcohol; 1 , 1 -dimethyl-3-phenylpropanol; 1 -ethyl-1 -methyl-3-phenyl- propanol; 2-methyl-5-phenylpentanol; 3-methyl-5-phenylpentanol; 3-phenyl-2- propen-1 -ol; 4-methoxybenzyl alcohol; 1 -(4-lsopropylphenyl)ethanol; of esters of araliphatic alcohols and aliphatic carboxylic acids, e.g. Benzyl acetate; benzyl propionate; benzyl isobutyrate; benzyl isovalerate; 2-phenylethyl acetate; 2- phenylethyl propionate; 2-phenylethyl isobutyrate; 2-phenyl ethyl isovalerate; 1 - phenylethyl acetate; alpha-trichloromethyl benzyl acetate; alpha, alphadimethylphenyl ethyl acetate; alpha, alpha-dimethylphenyl ethyl butyrate; cinnamyl acetate; 2-phenoxyethyl isobutyrate; 4-methoxybenzyl acetate; of araliphatic ethers such as. 2-phenylethyl methyl ether; 2-phenylethyl isoamyl ether; 2-phenylethyl 1 -ethoxyethyl ether; phenylacetaldehyde dimethyl acetal; phenylacetaldehyde diethyl acetal; hydratropaaldehyde dimethyl acetal; phenylacetaldehyde glycerol acetal; 2,4,6-trimethyl-4-phenyl-1 ,3-dioxane; 4, 4a, 5,9b- tetra-hydroindeno[1 ,2-d]-m-dioxin; 4,4a,5,9b-tetrahydro-2,4-dimethylindeno[1 ,2-d]- m-dioxin; of aromatic and araliphatic aldehydes such as. e.g., benzaldehyde; phenylacetaldehyde; 3-phenylpropanal; hydratropaaldehyde; 4-methylbenzaldehyde; 4-methylphenylacetaldehyde; 3-(4-ethylphenyl)-2,2-dimethylpropanal; 2-methyl-3-(4- isopropylphenyl)propanal; 2-methyl-3-(4-isobutylphenyl)propanal; 3-(4-tert. butyl- phenyl)propanal; cinnamaldehyde; alpha-butylcinnamaldehyde; alpha- hexylcinnamaldehyde; 3-methyl-5-phenylpentanal; 4-methoxybenzaldehyde; 4- hydroxy-3-methoxybenzaldehyde; 4-hydroxy-3-ethoxybenzaldehyde; 3,4- methylenedioxybenzaldehyde; 3,4-dimethoxybenzaldehyde; 2-methyl-3-(4- methoxyphenyl)propanal; 2-methyl-3-(4-methylenedioxyphenyl)propanal; of aromatic and araliphatic ketones such as acetophenone; 4-methylacetophenone; 4- methoxyacetophenone; 4-tert.- butyl-2,6-dimethylaceto-phenone; 4-phenyl-2- butanone; 4-(4-hydroxyphenyl)-2-butanone; 1 -(2-naphtha-lenyl)ethanone;2- benzofuranylethanone;(3-methyl-2-benzofuranyl)ethanone; benzophenone; 1 , 1 ,2,3,6-hexamethyl-5-indanyl methyl ketone; 6-tert. butyl-1 , 1 -di-methyl-4-indanyl methyl ketone; 1 -[2,3-dihydro-1 , 1 , 2, 6-tetramethyl-3-(1 -methylethyl) -1 H-5- indenyl]ethanone; 5',6',7',8'-tetrahydro-3',5',5',6',8',8'-hexamethyl-2-aceto-naphthone; of aromatic and araliphatic carboxylic acids and their esters, e.g. Benzoic acid; phenylacetic acid; methyl benzoate; ethyl benzoate; hexyl benzoate; benzyl benzoate; methyl phenyl acetate; ethyl phenyl acetate; geranyl phenyl acetate; phenyl ethyl phenyl acetate; methyl cinnamate; ethyl cinnamate; benzyl cinnamate; phenyl ethyl cinnamate; cinnamyl cinnamate; allyl phenoxy acetate; methyl salicylate; hexyl salicylate; cyclohexyl salicylate; cis-3-hexenyl salicylate; benzyl salicylate; phenyl ethyl salicylate; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; ethyl 3-phenyl glycidate; ethyl

3-methyl-3-phenyl glycidate; of heterocyclic compounds such as 2,5-dimethyl-4-hydroxy-2H-furan-3-one ; 2-ethyl-

4-hyd roxy-5-methyl-2H-f u ran-3-or| ; 3-hyd roxy-2-m ethyl-4H-pyran-4-one ; 2-ethyl- 3-hydroxy-4H-pyran-4-one; of lactones such as. 1 ,4-octanolide; 3-methyl-1 ,4-octanolide; 1 ,4-nonanolide; 1 ,4- decanolide; 8-decen-1 ,4-olide; 1 ,4-undecanolide; 1 ,4-dodecanolide; 1 ,5-decanolide; 1 ,5-dodecanolide;4-methyl-1 ,4-decanolide; 1 , 15-pentadecanolide; 1 , 16-hexadeca- nolide; 9-hexadecene-1 ,16-olide; 10-oxa-1 ,16-hexadecanolide; 1 1 -oxa-1 ,16-hexa- decanolide; 12-oxa-1 ,16-hexadecanolide; ethylene-1 ,12-dodecanedioate; ethylene-1 ,13-tridecanedioate; 2,3-dihydrocoumarin; octahydrocoumarin.

[0019] In a preferred embodiment according to the present invention, the one or more pleasant smelling compounds are selected from the group consisting of hexenol cis-3. hexenyl acetate cis-3. hexenyl salicylate cis-3, 3,3,5-Trimethylcyclohexyl ethyl ether, ethyl (I S, 2R, 3R, 4R)-2-propan-2-ylbicyclo[2.2.1]hept-5-ene-3-carboxylate, 2-(2-methyl-5-propan-2-yl-8-bicyclo[2.2.2]oct-2-enyl)-1,3-dioxolane, (E)-4- methyldec-3-en-5-ol, 3-(3-propan-2-ylphenyl)butanal, 3-(4-ethylphenyl)-2,2- dimethylpropanal, 3-(4-ethylphenyl)-2,2-dimethylpropanenitrile, 3,4- Dimethoxybenzaldehyde, 7-Methyl-2,4-dihydro-3H-1,5-benzodioxepin-3-one, 3-(1 ,3- Benzodioxol-5-yl)-2-methylpropanal, 3-(4-methoxyphenyl)-2-methylpropanal, Octahydro-5-methoxy-4,7-methano-1 (H)-indene-2-carboxaldehyde, 1,3,3-Trimethyl- 2-oxabicyclo[2.2.2]octane, 3,7-Dimethylocta-1,6-dien-3-ol, 1 -Methoxy-4-(prop-2-en- 1 -yl)benzene, 2-Methoxy-4-(prop-2-en-1 -yl)phenol, (3aR,5aS,9aS,9bR)-3a,6,6,9a- Tetramethyldodecahydronaphtho[2,1 -b]furan, Nonadienal trans cis-2,6, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9-methanoazuleno(5,6-d)- 1,3-dioxole.

[0020] A further embodiment of the present invention is a fragrance composition comprising or consisting of 2-Methyl-2-octanol and at least one pleasant smelling compound, whereby this compound/these compounds is/are different from 2-methyl- 2-octanol, wherein 2-Methyl-2-octanol is contained in a sensory effective amount sufficient to modify and/or enhance one or more pleasant olfactory impression of the one or more pleasant smelling compounds.

[0021] Preferably, the fragrance composition according to the invention comprises or consists of 2-Methyl-2-octanol and two or more further pleasant smelling compounds. More preferably, the fragrance composition according to the invention comprises or consists of 2-Methyl-2-octanol and three or more further pleasant smelling compounds. Most preferably, the fragrance composition according to the invention comprises or consists of 2-Methyl-2-octanol and four or more further pleasant smelling compounds.

[0022] In a preferred embodiment according to the invention, the fragrance composition is a perfume oil.

[0023] Perfume oils containing 2-Methyl-2-octanol are advantageously used for perfuming in liquid form, undiluted or diluted with a solvent. Suitable solvents for this are e.g. Ethanol, isopropanol, diethylene glycol monoethyl ether, glycerin, propylene glycol, 1, 2-butylene glycol, dipropylene glycol, diethyl phthalate, triethyl citrate, isopropyimyristate etc.

[0024] Furthermore, fragrance compositions according to the invention can be adsorbed on a carrier, which ensures both a fine distribution of the fragrances in the product and a controlled release during use. Such carriers can be porous inorganic materials such as light sulfate, silica gels, zeolites, plasters, clays, clay granules, aerated concrete, etc. or organic materials such as wood, cellulose-based substances, sugar, dextrins (e.g. maltodextrin) or plastics such as PVC, polyvinyl acetates or polyurethanes. The resulting combination of compositions according to the invention and carrier substance is also to be understood as a fragrance composition according to the invention.

[0025] Fragrance compositions according to the invention can also be microencapsulated, spray-dried, as inclusion complexes or as extrusion products and added in this form to a product to be perfumed, for example.

[0026] If necessary, the properties of the compositions modified in this way can be further optimized by so-called "coating" with suitable materials with a view to a more targeted release of fragrances, for which purpose waxy plastics such as polyvinyl alcohol are preferably used. The resulting products in turn represent articles according to the invention.

[0027] Fragrance compositions according to the invention can advantageously be used in concentrated form, in solutions or in the modified form described above for the production of perfumed articles according to the invention, such as perfume extracts, eau de perfumes, eau de toilettes, aftershave, eau de colognes, pre-shave products, splash colognes and perfumed refreshing towels and the perfuming of acidic, alkaline and neutral cleaning agents such as floor cleaners, window glass cleaners, dishwashing detergents , Bathroom and sanitary cleaners, scouring milk, solid and liquid toilet cleaners, powder and foam carpet cleaners, textile fresheners, ironing aids, liquid detergents, powder detergents, laundry pretreatment agents such as bleaches, soaking agents and stain removers, fabric softeners, laundry soaps, washing tablets, and disinfectants Air fresheners in liquid, gel-like or applied form on a solid carrier, aerosol sprays, waxes and polishes such as furniture polishes, floor waxes, shoe creams and personal care products such as solid and liquid soaps, shower gels, shampoos, shaving soaps, shaving foams s, bath oils, cosmetic emulsions of the oil-in-water, of the water-in-oil and of the water-in-oil-in-water type such as, for example, skin creams and lotions, face creams and lotions, sun protection creams and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, after-shave creams and lotions, tanning creams and lotions, hair care products such as hair sprays, hair gels, setting hair lotions , Hair conditioners, permanent and semi-permanent hair dyes, hair shaping agents such as cold waves and hair straighteners, hair lotions, hair creams and lotions, deodorants and antiperspirants such as underarm sprays, roll-ons, deodorant sticks, deodorant creams, products in decorative cosmetics such as eye shadow, nail varnish, Lipsticks, mascara and candles, lamp oils, incense sticks, insecticides, repellants and fuels.

[0028] Of course, fragrance compositions according to the invention can also be included in cosmetic compositions or household compositions.

[0029] Preferably, the one or more pleasant smelling compounds are selected from the group consisting of hexenol cis-3. hexenyl acetate cis-3. hexenyl salicylate cis-3, 3,3,5-Trimethylcyclohexyl ethyl ether, ethyl (I S, 2R, 3R, 4R)-2-propan-2- ylbicyclo[2.2.1]hept-5-ene-3-carboxylate, 2-(2-methyl-5-propan-2-yl-8- bicyclo[2.2.2]oct-2-enyl)-1,3-dioxolane, (E)-4-methyldec-3-en-5-ol, 3-(3-propan-2- ylphenyl)butanal, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 3-(4-ethylphenyl)-2,2- dimethylpropanenitrile, 3,4-Dimethoxybenzaldehyde, 7-Methyl-2,4-dihydro-3H-1,5- benzodioxepin-3-one, 3-(1,3-Benzodioxol-5-yl)-2-methylpropanal, 3-(4- methoxyphenyl)-2-methylpropanal, Octahydro-5-methoxy-4,7-methano-1 (H)-indene- 2-carboxaldehyde, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 3,7-Dimethylocta-1,6- dien-3-ol, 1 -Methoxy-4-(prop-2-en-1 -yl)benzene, 2-Methoxy-4-(prop-2-en-1 - yl)phenol, (3aR,5aS,9aS,9bR)-3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1 -b]furan, Nonadienal trans cis-2,6, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9- methanoazuleno(5,6-d)-1,3-dioxole.

[0030] Preferably, the amount of 2-Methyl-2-octanol is in the range of 0.00001 to 99.9% by weight, based on the total weight of the fragrance composition, more preferably in the range of 0.001 to 5% by weight, and most preferably in the range of 0.05 to 1% by weight, each based on the total weight of the fragrance composition.

[0031] In a preferred embodiment of the present invention the weight ratio of 2- Methyl-2-octanol to the total amount of pleasant smelling compounds different from 2-Methyl-2-octanol is in the range of 1 :10 000 to 1 :5, more preferably in the range of 1 :2000 to 1 :10, most preferably in the range of 1 :2000 to 1 :150.

[0032] Further preferred embodiments listed above also apply to the fragrance composition of the present invention.

[0033] A further aspect of the present invention relates to a perfumed product comprising or consisting of 2-Methyl-2-octanol and at least one pleasant smelling compound, whereby this compound/these compounds is/are different from 2-methyl- 2-octanol, wherein 2-Methyl-2-octanol is contained in a sensory effective amount, in particular in a sensory effective amount sufficient to modify and/or enhance one or more pleasant olfactory impression of the one or more pleasant smelling compounds, wherein the amount of said fragrance composition calculated on the total mass of the product preferably ranges from 0.01 to 10 wt.-%, more preferably from 0.1 to 5 wt.-%, and most preferably from 0.25 to 3 wt.-%.

[0034] In a preferred embodiment the perfumed product is selected from cosmetic, hygiene and/or household articles. Further preferred embodiments listed above also apply to the perfumed product of the present invention. [0035] Preferably, the perfumed product is selected from the group consisting of perfume extracts, eau de perfumes, eau de toilettes, after shaves, eau de colognes, pre-shave products, splash colognes, perfumed freshening wipes, acidic, alkaline or neutral cleaning agents, textile fresheners, ironing aids, liquid detergents, powder detergents, textile pre-treatment agents, textile softeners, detergent soaps, detergent tablets, disinfecting agents, surface disinfecting agents, air fresheners, aerosol sprays, waxes and polishes, personal care agents, hand cremes and lotions, foot cremes and lo-tions, after-shave cremes and lotions, tanning cremes and lotions, hair care agents, de-odorants and antiperspirants, products for decorative cosmetics, candles, lamp oils, joss sticks, insecticides, repellents and fuels.

[0036] Further preferred embodiments listed above also apply to the perfumed product of the present invention.

[0037] Another aspect of the invention relates to a method for modifying and/or enhancing one or more pleasant olfactory impression of one or more pleasant smelling compounds, particularly for enhancing or respectively improving one or more of the pleasant olfactory impressions selected from more powerful, more fruity, cleaner, stronger, greener, more watery, more vanilla, wherein said compound(s) is different from 2-Methyl-2-octanol, comprising or consisting of the following steps: mixing the pleasant smelling compound with 2-Methyl-2-octanol, wherein the amount of 2-Methyl-2-octanol is sufficient for modifying and/or enhancing the pleasant olfactory impression(s) of said pleasant smelling compounds or respectively for improving one or more of the pleasant olfactory impressions selected from more powerful, more fruity, cleaner, stronger, greener, more watery, more vanilla.

[0038] Preferably, the one or more pleasant smelling compounds are selected from the group consisting of hexenol cis-3. hexenyl acetate cis-3. hexenyl salicylate cis-3, 3,3,5-Trimethylcyclohexyl ethyl ether, ethyl (I S, 2R, 3R, 4R)-2-propan-2- ylbicyclo[2.2.1]hept-5-ene-3-carboxylate, 2-(2-methyl-5-propan-2-yl-8- bicyclo[2.2.2]oct-2-enyl)-1,3-dioxolane, (E)-4-methyldec-3-en-5-ol, 3-(3-propan-2- ylphenyljbutanal, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 3-(4-ethylphenyl)-2,2- dimethylpropanenitrile, 3,4-Dimethoxybenzaldehyde, 7-Methyl-2,4-dihydro-3H-1,5- benzodioxepin-3-one, 3-(1,3-Benzodioxol-5-yl)-2-methylpropanal, 3-(4- methoxyphenyl)-2-methylpropanal, Octahydro-5-methoxy-4,7-methano-1 (H)-indene- 2-carboxaldehyde, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 3,7-Dimethylocta-1,6- dien-3-ol, 1 -Methoxy-4-(prop-2-en-1 -yl)benzene, 2-Methoxy-4-(prop-2-en-1 - yl)phenol, (3aR,5aS,9aS,9bR)-3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1 -b]furan, Nonadienal trans cis-2,6, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9- methanoazuleno(5,6-d)-1,3-dioxole.

[0039] Preferably, the amount of 2-Methyl-2-octanol is in the range of 0.00001 to 99.9% by weight, based on the total weight of the fragrance composition, more preferably in the range of 0.001 to 5% by weight, and most preferably in the range of 0.05 to 1% by weight, each based on the total weight of the fragrance composition.

[0040] In a preferred embodiment of the present invention the weight ratio of 2- Methyl-2-octanol to the total amount of pleasant smelling compounds different from 2-Methyl-2-octanol is in the range of 1 :10 000 to 1 :5, more preferably in the range of 1 :2000 to 1 :10, most preferably in the range of 1 :2000 to 1 :150.

[0041] Further preferred embodiments listed above also apply to the method of the present invention.

[0042] In the following, the invention is further characterized on the basis of the examples.

EXAMPLES

[0043] Example 1: Combination of 2-Methyl-2-octanol with fragrances having a green and/or watery odor note

In order to explore the effect of 2-Methyl-2-octanol on boosting or modifying scent profiles, known fragrance compounds or compositions have been mixed with working amounts of 2-Methyl-2-octanol. Changes of the resulting scent in comparison to compositions without 2-Methyl-2-octanol have been reported in Table 1. Amount of 2-Methyl-2-octanol in % b.w. of the total composition.

Table 1: Addition of trace amounts of 2-Methyl-2-octanol enhances and modifies fragrance profiles

[0044] Example 2: Fragrance composition containing small amounts of 2-Methyl- 2-octanol

[0045] Table 2: Fragrance composition 1

According to an expert panel, 2-Methyl-2-octanol raw material enhances the green freshness of natural basil leaves by its boosting effect. Furthermore, 2-Methyl-2- octanol gives a Pesto basil effect to the overall fragrance and increases drastically the impact and diffusivity on blotter. The fragrance composition was evaluated in 10% alcohol.

[0046] Example 3: Fragrance composition containing small amounts of 2-Methyl- 2-octanol

[0047] Table 3: Fragrance composition 2

[0048] According to an expert panel, the mineral effect of 2-Methyl-2-octanol enhances the salty note of the fragrance composition. It has more of a marine facet and harmonizes the ozonic effect by the fresh watery note which 2-Methyl-2-octanol gives to the fragrance composition.

[0049] The presented examples clearly show the impact of trace amounts of 2-Methyl- 2-octanol on modifying and enhancing particularly green and watery notes in fragrance compositions.

Claims

CLAIMS Use of 2-Methyl-2-octanol within a fragrance composition for modifying and/or enhancing one or more pleasant olfactory impression of one or more pleasant smelling compounds, whereby this compound/these compounds is/are different from 2-Methyl-2-octanol. The use according to claim 1, wherein at least one of the one or more pleasant olfactory impressions of the one or more pleasant smelling compounds is selected from more powerful, more fruity, cleaner, stronger, greener, more watery, more vanilla. The use according to claim 1 and/or 2, wherein the one or more pleasant smelling compounds are selected from fragrances with at least one green and/or watery note. The use according to any of the preceding claims, wherein the one or more pleasant smelling compounds are selected from the group consisting of hexenol cis-3. hexenyl acetate cis-3. hexenyl salicylate cis-3, 3,3,5-Trimethylcyclohexyl ethyl ether, ethyl (I S, 2R, 3R, 4R)-2-propan-2-ylbicyclo[2.2.1]hept-5-ene-3- carboxylate, 2-(2-methyl-5-propan-2-yl-8-bicyclo[2.2.2]oct-2-enyl)-1,3- dioxolane, (E)-4-methyldec-3-en-5-ol, 3-(3-propan-2-ylphenyl)butanal, 3-(4- ethylphenyl)-2,2-dimethylpropanal, 3-(4-ethylphenyl)-2,2- dimethylpropanenitrile, 3,4-Dimethoxybenzaldehyde, 7-Methyl-2,4-dihydro-3H- 1,5-benzodioxepin-3-one, 3-(1,3-Benzodioxol-5-yl)-2-methylpropanal, 3-(4- methoxyphenyl)-2-methylpropanal, Octahydro-5-methoxy-4,7-methano-1(H)- indene-2-carboxaldehyde, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 3,7-

Dimethylocta-1,6-dien-3-ol, 1 -Methoxy-4-(prop-2-en-1 -yl)benzene, 2-Methoxy- 4-(prop-2-en-1 -yl)phenol, (3aR,5aS,9aS,9bR)-3a,6,6,9a-

Tetramethyldodecahydronaphtho[2,1 -b]furan, Nonadienal trans cis-2,6, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9- methanoazuleno(5,6-d)-1,3-dioxole. The use according to any of the preceding claims, wherein the amount of 2- Methyl-2-octanol is in the range of 0.001 to 5% by weight, based on the total weight of the fragrance composition. The use according to any of the preceding claims, wherein the amount of 2- Methyl-2-octanol is in the range of 0.05 to 1% by weight, based on the total weight of the fragrance composition. The use according to any of the preceding claims, wherein the weight ratio of 2- Methyl-2-octanol to the total amount of pleasant smelling compounds is in the range of 1:10000 to 1:5. The use according to any of the preceding claims, wherein the weight ratio of 2- Methyl-2-octanol to the total amount of pleasant smelling compounds is in the range of 1:2000 to 1:10. A fragrance composition, preferably a perfume oil, comprising or consisting og

(a) 2-Methyl-2-octanol; and

(b) at least one pleasant smelling compound, whereby this compound/these compounds is/are different from 2-methyl-2-octanol, wherein 2-Methyl-2-octanol is contained in a sensory effective amount sufficient to modify and/or enhance one or more pleasant olfactory impression of the one or more pleasant smelling compounds. The fragrance composition according to claim 9, wherein the one or more pleasant smelling compounds are selected from the group consisting of hexenol cis-3. hexenyl acetate cis-3. hexenyl salicylate cis-3, 3,3,5-Trimethylcyclohexyl ethyl ether, ethyl (I S, 2R, 3R, 4R)-2-propan-2-ylbicyclo[2.2.1]hept-5-ene-3- carboxylate, 2-(2-methyl-5-propan-2-yl-8-bicyclo[2.2.2]oct-2-enyl)-1,3- dioxolane, (E)-4-methyldec-3-en-5-ol, 3-(3-propan-2-ylphenyl)butanal, 3-(4- ethylphenyl)-2,2-dimethylpropanal, 3-(4-ethylphenyl)-2,2- dimethylpropanenitrile, 3,4-Dimethoxybenzaldehyde, 7-Methyl-2,4-dihydro-3H- 1,5-benzodioxepin-3-one, 3-(1,3-Benzodioxol-5-yl)-2-methylpropanal, 3-(4- methoxyphenyl)-2-methylpropanal, Octahydro-5-methoxy-4,7-methano-1 (H)- indene-2-carboxaldehyde, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 3,7- Dimethylocta-1,6-dien-3-ol, 1 -Methoxy-4-(prop-2-en-1 -yl)benzene, 2-Methoxy- 4-(prop-2-en-1 -yl)phenol, (3aR,5aS,9aS,9bR)-3a,6,6,9a-

Tetramethyldodecahydronaphtho[2,1 -b]furan, Nonadienal trans cis-2,6, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9- methanoazuleno(5,6-d)-1,3-dioxole. The fragrance composition according to claim 9 and/or 10, wherein the amount of 2-Methyl-2-octanol is in the range of 0.001 to 5% by weight, based on the total weight of the fragrance composition. The fragrance composition according to claims 9 to 11, wherein the weight ratio of 2-Methyl-2-octanol to the total amount of pleasant smelling compounds is in the range of 1 :10000 to 1 :5. A perfumed product comprising a fragrance composition according to claims 9 to 12, preferably a perfume oil according to claims 9 to 12, in a sensorial working amount, wherein the amount of said fragrance composition calculated on the total mass of the product preferably ranges from 0.01 to 10 wt.-%, more preferably from 0.1 to 5 wt.-%, and most preferably from 0.25 to 3 wt.-%. The perfumed product of claim 12, wherein said product is selected from the group con-sisting of perfume extracts, eau de perfumes, eau de toilettes, after shaves, eau de co-lognes, pre-shave products, splash colognes, perfumed freshening wipes, acidic, alkaline or neutral cleaning agents, textile fresheners, ironing aids, liquid detergents, powder detergents, textile pre-treatment agents, textile softeners, detergent soaps, detergent tablets, disinfecting agents, surface disinfecting agents, air fresheners, aerosol sprays, waxes and polishes, personal care agents, hand cremes and lotions, foot cremes and lo-tions, after-shave cremes and lotions, tanning cremes and lotions, hair care agents, de-odorants and antiperspirants, products for decorative cosmetics, candles, lamp oils, joss sticks, insecticides, repellents and fuels. A method for modifying and/or enhancing one or more pleasant olfactory impression of one or more pleasant smelling compounds, particularly for enhancing or respectively improving one or more of the pleasant olfactory impressions selected from more powerful, more fruity, cleaner, stronger, greener, more watery, more vanilla, wherein said compound(s) is different from 2-Methyl- 2-octanol, comprising or consisting of the following steps: mixing the pleasant smelling compound with 2-Methyl-2-octanol, wherein the amount of 2-Methyl-2-octanol is sufficient for modifying and/or enhancing the pleasant olfactory impression(s) of said pleasant smelling compounds or respectively for improving one or more of the pleasant olfactory impressions selected from more powerful, more fruity, cleaner, stronger, greener, more watery, more vanilla.