Ethyl 2-cyclooctylacetate as perfume

Abstract

The invention relates to the use of ethyl 2-cyclooctylacetate as a perfume.

Description

Field of the Invention

[0001] The present invention relates to the use of ethyl 2-cyclooctylacetate as a fragrance. In addition, the present invention relates to fragrance compositions, their use and methods for imparting, modifying and / or enhancing certain fragrance notes. Background Art

[0002] As far as the perfume industry is concerned, there is a permanent need for new perfume creations. However, the creation of new fragrances or fragrance compositions involves many challenges. For example, it is necessary to select a specific composition of several fragrances from an almost infinite number of possible structures known from the prior art in order to meet specific needs of the market and to provide a product that matches the specific characteristics desired by the customer. Suitable fragrances exhibit very beneficial properties, but in combination with other fragrances may produce unpleasant and therefore harmful odors, making them difficult or even impossible to use for a specific purpose.

[0003] A second important problem relates to the need to provide fragrance compositions which are not only consistent with a specific odor profile but also have so-called secondary beneficial properties. In fact, many fragrance compositions known on the market have significant disadvantages in use, such as poor solubility and storage stability, but also have deficiencies in subjective issues such as richness, charm, etc. In addition, many known fragrance compositions require high dosages to achieve the desired odor result. Another requirement currently placed on fragrances is high biodegradability as well as dermatological and toxicological safety. Therefore, there is a particularly high need to provide fragrances which, even in small doses, have a large impact on other fragrances and transform rather unpleasant odor impressions into positive odor impressions and / or enhance pleasant odor impressions.

[0004] The problem underlying the present invention is therefore to provide a new fragrance which is able to enhance the positive and beneficial odor aspects of other fragrances and / or (at the same time) reduce, inhibit and / or mask the undesirable unpleasant odor aspects. In particular, the new fragrance should also have the characteristics of improving the stability, solubility and overall performance of other fragrances, as well as reducing the required dosage. Finally, the fragrance composition itself should have excellent biodegradability and be harmless to humans and the environment. Summary of the invention

[0004] This was solved by using ethyl 2-cyclooctylacetate as the fragrance.

[0005] The ethyl 2-cyclooctylacetate used according to the invention may be present in any stereoisomeric form or in any mixture of stereoisomers.

[0006] What has been said here for ethyl 2-cyclooctylacetate, in particular the advantages stated here, also applies to the stereoisomer mixtures of ethyl 2-cyclooctylacetate used according to the invention.

[0007] Ethyl 2-cyclooctylacetate has very unique olfactory properties that are clearly different from and exceed known odorous substances. The suitability of ethyl 2-cyclooctylacetate as a fragrance was previously unknown. It is therefore particularly surprising that a valuable, interesting and complex olfactory property could be found in an area that has been well studied.

[0008] Ethyl 2-cyclooctyl acetate has the following structural formula And, preferably, it has the following characteristics: Cas number: 80246-71-5

[0009] As mentioned above, its suitability as a fragrance is unknown. Likewise, there is no precise odor description, however, according to the inventors, ethyl 2-cyclooctyl acetate smells fruity, floral, and somewhat similar to orange.

[0010] The inventors have therefore surprisingly found that ethyl 2-cyclooctyl acetate is suitable as a fragrance and produces a special effect in small doses in combination with other pleasant-smelling compounds, where these compounds are different from ethyl 2-cyclooctyl acetate.

[0011] In a preferred embodiment according to the invention, ethyl 2-cyclooctylacetate is used to enhance one or more pleasant olfactory impressions of one or more pleasant smelling compounds, wherein the compound / compounds are different from ethyl 2-cyclooctylacetate. Preferably, the one or more pleasant olfactory impressions of one or more pleasant smelling compounds are selected from the enhancement and / or improvement of fruity notes. This means that ethyl 2-cyclooctylacetate preferably enhances or improves the fruity notes of pleasant smelling compounds.

[0012] As used herein, the singular forms "a", "an", and "the" include plural references unless the context clearly indicates otherwise. For example, the term "a compound" or "at least one compound" may include a plurality of compounds, including mixtures thereof. In addition, unless the context clearly indicates otherwise, plural forms include singular embodiments. For example, the term "one or more pleasant smelling compounds" also includes embodiments having only one pleasant smelling compound.

[0013] The fact that the ethyl 2-cyclooctylacetate used according to the invention can impart a very complex and varied overall sensory impression, which is usually only achievable with mixtures of several components (eg essential oils or fragrance mixtures), is particularly surprising.

[0014] Besides its main, olfactory properties, ethyl 2-cyclooctyl acetate also has positive secondary properties, in particular high substantivity compared with fragrances with similar olfactory properties, high stability in certain media and formulations, high extensibility and is also biodegradable.

[0015] It is also known that ethyl 2-cyclooctylacetate can function very well as a so-called enhancer (amplifier; intensifier). Preferably, ethyl 2-cyclooctylacetate is used as an enhancer of one or more pleasant olfactory impressions of one or more pleasant odorous compounds. In other words: ethyl 2-cyclooctylacetate used together with other pleasant odorous compounds enhances their pleasant odor notes.

[0016] In addition, ethyl 2-cyclooctylacetate used according to the invention can enhance the intensity of the fragrance composition and round out the overall smell of the mixture. Thus, the compounds described herein can be used to impart more fruity and / or enhanced fruity notes to other compounds, particularly pleasant smelling compounds having at least one or more pleasant olfactory impressions. In addition, ethyl 2-cyclooctylacetate is suitable as an agent for increasing the affinity and / or retention of fragrance compositions.

[0017] In the context of the present invention, "pleasant odor compounds" are generally understood to be substances which cause one or more pleasant odor impressions, whether as primary or as secondary / subordinate olfactory notes. The terms "pleasant odor compounds" and "fragrances" are used interchangeably in the context of the present invention.

[0018] Preferably, the one or more pleasant smelling compounds different from ethyl 2-cyclooctylacetate are selected from the group consisting of fragrances having a molar mass in the range of 150 g / mol to 285 g / mol, in particular alcohols, aldehydes, ketones, ethers, esters and carboxylates having a molar mass in the range of 150 g / mol to 285 g / mol.

[0019] More preferably, the one or more pleasant smelling compounds are selected from the group consisting of γ-undecalactone, γ-nonalactone, 6,6-dimethoxy-2,5,5-trimethylhex-2-ene, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9-methyleneazulene (5,6-d)-1,3-dioxole, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 1-methoxy -4-[(E)-prop-1-enyl]benzene, 4-methoxybenzaldehyde, cyclohexadecene-2-en-1-one, benzaldehyde, benzyl acetate, 7-methyl-2,4-dihydro-3H-1,5-benzodioxazol-3-one, cis-6-nonenal, 3-(4-methoxyphenyl)-2-methylpropanal, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, cedrol methyl ether, (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecane-8-ol, (3R)-3,7-dimethyloct-6-ene, citronellyl acetate, 2H-chromen-2-one, damascenone, γ-decanoyl lactone, dioctyl adipate, ethylene glycol brazilate, (6E)-3,7-dimethylnona-1,6-dien-3-ol, 2-ethyl-3-hydroxy-4H-pyran-4-one, 3-(o-ethylphenyl)-2,2-dimethylpropanal and 3-(p-ethylphenyl)-2,2-dimethylpropanal, 3-(3-propan-2-ylphenyl)butanal, 4-methyl-2- (2-Methylpropyl)oxacyclohexane-4-ol, (3S)-3,6-dimethyl-3H-1-benzofuran-2-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, 2-(3-oxo-2-pentylcyclopentyl)acetate, 2H-1,3-benzodioxole-5-carbaldehyde, 3a,4,5,6,7,7a-hexahydro-4,7-methyleneindene-6-ol acetate, (3Z)-hex-3-en-1-ol, cis-3-hexen-1-ol acetate - alcohol ester, salicylic acid cis-3-hexenyl ester, hexyl acetate, 1H-indole, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl) ketone, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl) pent-1-en-3-one, N,3,7-dimethyloct-1,6-dien-3-ol, acetate 3,7-dimethyloct-1,6-dien-3-ol ester, 3-hydroxy-2-methyl-4H-pyran-4-one, ethyl 2-methylvalerate, methyl 2-aminobenzoate, oct-2 -Methyl acetylide, (E / Z)-2-methylbut-2-enedioic acid diethyl ester, 3-methyl-5-phenylpentan-1-ol, (E)-3,3-dimethyl-5-(2,2,3-trimethyl)-3-cyclopenten-1-yl)-4-penten-2-ol, (E)-2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol, styryl acetate, 3,7-dimethyl-octan-3-ol, 2-methyl-2-sulfanyl-pentan-1-ol, (E)-4-methyldec-3-en-5-ol. .

[0020] In a preferred embodiment according to the present invention, the ratio of the total mass of pleasant smelling compounds to the total mass of ethyl 2-cyclooctylacetate is in the range of 1:10 to 1:1000, more preferably in the range of 1:25 to 1:50.

[0021] Ethyl 2-cyclooctylacetate can be used in a variety of products; it can be used as a single fragrance, but also particularly advantageously combined with other pleasant smelling compounds, in particular fragrances in different proportions to form fragrance mixtures, and also to produce new and original fragrance compositions. Preferably, the amount of ethyl 2-cyclooctylacetate in the fragrance composition is insufficient to produce an intrinsic odor, in particular a fruity and / or floral note. Ethyl 2-cyclooctylacetate has the advantage that when used according to the invention, it is effective at such low concentrations that it does not produce, or at least does not produce a perceptible, intrinsic odor of its own. This allows the production of particularly advantageous fragrance compositions or products with any fragrance orientation.

[0022] One aspect of the present invention therefore also relates to a fragrance mixture and possibly other ingredients (solvents etc.) comprising ethyl 2-cyclooctylacetate.

[0023] The fragrance composition according to the present invention comprises ethyl 2-cyclooctylacetate and at least one other pleasant smelling compound different from ethyl 2-cyclooctylacetate or consists thereof. Preferably, the fragrance composition according to the present invention comprises ethyl 2-cyclooctylacetate and two or more other pleasant smelling compounds different from ethyl 2-cyclooctylacetate or consists thereof. More preferably, the fragrance composition according to the present invention comprises ethyl 2-cyclooctylacetate and three or more other pleasant smelling compounds different from ethyl 2-cyclooctylacetate or consists thereof. Most preferably, the fragrance composition according to the present invention comprises ethyl 2-cyclooctylacetate and four or more other pleasant smelling compounds different from ethyl 2-cyclooctylacetate fragrance or consists thereof.

[0024] Ethyl 2-cyclooctylacetate according to the invention is usually used in a sensory effective amount, ie in such total amount that it exerts a sensory effect.

[0025] Preferably, the weight ratio of ethyl 2-cyclooctylacetate to the total amount of pleasant-smelling compounds other than ethyl 2-cyclooctylacetate is in the range of 1:10 to 1:1000, preferably in the range of 1:25 to 1:50.

[0026] According to a preferred embodiment of the present invention, ethyl 2-cyclooctylacetate is contained in the fragrance composition in a sensory effective amount sufficient to enhance one or more pleasant olfactory impressions of one or more pleasant-smelling compounds other than ethyl 2-cyclooctylacetate, in particular for enhancing or improving the fruity olfactory notes of one or more pleasant-smelling compounds.

[0027] Examples of pleasant smelling compounds, in particular fragrances, which can advantageously be combined with ethyl 2-cyclooctylacetate in the context of the present invention can be found, for example, in S. Arctander, Perfume and Flavor Materials, Vol. I and II, Montclair, NJ 1969, self-published, or K. Bauer ei a / ., Common Fragrance and Flavor Materials, 4th Edition, Wiley-VCH, Weinheim 2001.

[0028] Particular mention is made of: extracts of natural raw materials, such as essential oils, extracts, absolutes, resins, balsams, balsams, tinctures. Ambergris tincture, sandalwood oil, angelica seed oil, angelica root oil, fennel oil, valerian oil, basil oil, tree moss absolute, bay leaf oil, wormwood oil, benzoin resin, bergamot oil, beeswax absolute, birch tar, bitter almond oil, savory oil, buchu leaf oil, Brazilian sandalwood oil, juniper oil, calamus oil, camphor oil, ylang-ylang oil, cardamom oil, quinoa oil, cinnamon oil, acacia absolute, castoreum absolute, cedar leaf oil, cedarwood oil, labdanum oil, citronella oil, lemon oil, copaiba balsam, copaiba balsam oil, coriander oil, costus root oil, cumin oil, cedarwood oil, davana oil, dill grass oil, dill seed oil, oakmoss absolute, elemi oil, tarragon oil, lemon eucalyptus oil, eucalyptus Oil, fennel oil, fir needle oil, geranium oil, geranium resin, grapefruit oil, guaiac wood oil, guar balsam, guar balsam oil, helichrysum absolute, helichrysum oil, ginger oil, iris root absolute, iris root oil, jasmine absolute, calamus oil, blue chamomile oil, Roman chamomile oil, carrot seed oil, quinoa oil, pine needle oil, peppermint oil, caraway oil, labdanum oil, labdanum absolute, labdanum resin, lavender absolute, lavender oil, lavender absolute, lavender oil, lemongrass oil, round-leaf angelica oil, distilled white lemon oil, pressed white lemon oil, agarwood oil, litsea cubeba oil, bay leaf oil, nutmeg oil, oregano oil, citrus oil, Massoir bark oil, mimosa absolute, ambrette seed oil, ambrette tincture, sage oil, nutmeg oil, myrrh absolute, myrrh oil, myrtle oil, clove leaf oil, clove flower oil, neroli oil, frankincense absolute, frankincense oil, opoponax oil, neroli absolute, orange oil, oregano oil, palmarosa oil, patchouli oil, perilla seed oil, Peru balsam oil, parsley leaf oil, parsley seed oil, petitgrain oil, peppermint oil, allspice oil, pine oil, Poley oil, rose absolute, rosewood oil, rose oil, rosemary oil, Dalmatian sage oil, Spanish sage oil, sandalwood oil, rapeseed oil, spike lavender oil, star anise oil, benzoin oil, marigold oil, cedar needle oil, tea tree oil, turpentine oil, thyme oil, tolu balsam, tonka bean absolute, tuberose absolute, vanilla extract, violet leaf absolute, verbena oil, vetiver oil, juniper oil, grapeseed oil, wormwood oil, wintergreen oil, ylang-ylang oil, hyssop oil, civet absolute, cinnamon leaf oil, cinnamon bark oil, and fractions thereof or contents separated therefrom;

[0029] A single flavoring agent selected from hydrocarbons, such as 3-carene, α-pinene, β-pinene, α-terpinene, γ-terpinene, p-cymene, bisabolol, camphene, caryophyllene, cedrene, farnesene, limonene, longifolene, myrcene, ocimene, valencene, (E,Z)-1,3,5-undecatriene; styrene; diphenylmethane; Fatty 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, a 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-decenyl-5-ol; 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, heptanal diethyl acetal, 1,1-dimethoxy-2,2,5-trimethyl-4-hexene, citronellyloxyacetaldehyde, 1-(1-methoxy-propoxy)-(E / Z)-3-hexene; 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-one, 6-methyl-5-hepten-2-one; Aliphatic sulfur-containing compounds, such as 3-methylthiohexanol, 3-methylthiohexyl acetate, 3-mercaptohexanol, 3-mercaptohexyl acetate, 3-mercaptohexyl butyrate, 3-acetylthiohexyl acetate, 1-menthene-8-thiol; 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; Aliphatic carboxylic acid esters, such as (E) and (Z)-3-hexenyl formate, ethyl acetoacetate, isoamyl acetate, 3,5,5-trimethyl-hexyl acetate, 3-methyl-2-butenyl acetate, (E)-2-hexenyl acetate, (E) and (Z)-3-hexenyl acetate, octyl acetate, 3-octyl acetate, 1-octen-3-acetate, ethyl butyrate, butyl butyrate, isoamyl butyrate, hexyl butyrate, isobutyl butyrate Acid (E) and (Z)-3-hexenyl esters, 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-octenoate, methyl 2-nonenoate, allyl 2-isopentyloxyacetate, methyl 3,7-dimethyl-2,6-octadienoate; 4-methyl-2-pentyl crotonate; 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-di Methyl-4,6-octadien-3-ol, 3,7-dimethyloct-6-en-1-ol, (2E)-3,7-dimethyloct-2,6-dien-1-ol, 3,7-dimethyl-1,5,7-octatrien-3-ol, 2,6-dimethyl-2,5,7-octatrien-1-ol, and their formates, acetates, propionates, isobutyrates, butyrates, isovalerates, valerates, hexanoates, crotonates, Tiglinates and 3-methyl-2-butenoates; Acyclic terpene aldehydes and ketones, such as citronellal, 7-methoxy-3,7-dimethyloctanal, 2,6,10-trimethyl-9-undecenal, geranylacetone, and the dimethyl and diethyl acetals of geranial and neral; Cyclic terpene alcohols such as menthol, isopulegol, alpha-terpineol, terpene alcohol-4, menthan-8-ol, menthan-1-ol, menthan-7-ol, bornyl alcohol, isobornyl alcohol, linalool oxide, nopol, cedrol, ambroxanol, vetivol, guaiacol, and their formates, acetates, propionates, isobutyrates, butyrates, isovalerates, valerates, hexanoates, crotonates, Tiglinate, 3-methyl-2-butenoate; Cyclic terpene aldehydes and ketones, such as menthone, isomenthone, 8-mercaptomenthan-3-one, carvone, camphor, fenchone, α-ionone, β-ionone, α-n-methylionone, β-n-methylionone; α-isomethylionone, β-isomethylionone, α-irone, β-damascenone, 1-(2,4,4-trimethyl-2-cyclohexen-1-yl)-2-butene- 1-Ketone, 1,3,4,6,7,8a-hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methylenenaphthylamine-8(5H)-one, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenal, cyclic terpene aldehydes and ketones such as menthone, isomenthone, 8-mercaptomenthan-3-one, carvone, camphor, fenchone, α-ionone, β-ionone (Lan) ketone, α-n-methylionone, β-n-methylionone; α-isomethylionone, β-isomethylionone, α-irone, β-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-methylenenaphthylamine-8(5H)- Ketones, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenal, cyclic alcohols such as, for example: 4-tert-butylcyclohexanol, 3,3,5-trimethyl-cyclohexanol, 3-isobornylcyclohexanol, 2,6,9-trimethyl-(Z2,Z5,E9)-cyclododecatrien-1-ol, 2-isobutyl-4-methyltetrahydro-2H-pyran-4-ol; 4-cyclohexylbutan-2-ol; Cycloaliphatic alcohols, such as α-3,3-trimethylcyclohexylmethanol, 1-(4-isopropylcyclohexyl)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 alicyclic ethers, for example: eucalyptol, methyl cedar ether, cyclododecyl methyl ether, 1,1-dimethoxycyclododecane, (ethoxymethoxy)cyclododecane, α-epoxycedrene, 3a,6,6,9a-tetramethyldodecahydronaphthol[2,1-b]furan, 3a-ethyl-6,6,9a-trimethyldodecahydronaphthol[2,1-b]furan, 1,5,9-trimethyl-13-oxabicyclo[10.1.0]-tridecyl-4,8-diene, rose oxide, 2-(2,4-dimethyl-3-cyclohexen-1-yl)-5-methyl-5-(1-methylpropyl)-1,3-dioxane; Cyclic ketones and macrocyclic ketones, such as, for example: 4-tert-butylcyclohexanone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-heptylcyclopentanone, 2-pentylcyclopentanone, 2-hydroxy-3-methyl-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-methylcyclopentadecanone, 4-(1-ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone, 4-tert-pentylcyclohexanone, 5-cyclohexadecene-1-one, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, 8-cyclohexadecene-1-one, 9-cycloheptadecene-1-one, cyclopentadecanone, cyclohexadecanone; Cyclic aliphatic aldehydes, such as 2-methyl-4-(2,2,6-trimethyl-cyclohexen-1-yl)-2-butenal, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexenecarboxaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexenecarboxaldehyde; Cycloaliphatic ketones, for example: 1-(3,3-dimethylcyclohexyl)-4-penten-1-one, 2,2-dimethyl-1-(2,4-dimethyl-3-cyclohexen-1-yl)-1-propanone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthylmethyl ketone, methyl-2,6,10-trimethyl-2,5,9-cyclododecantrienone, tert-butyl-(2,4-dimethyl-3-cyclohexen-1-yl) ketone; Esters of cyclic alcohols, such as 2-tert-butylcyclohexyl acetate, 4-tert-butylcyclohexyl acetate, 2-tert-amylcyclohexyl acetate, 4-tert-amylcyclohexyl acetate, 3,3,5-trimethylcyclohexyl acetate, decahydro-2-naphthyl acetate, 2-cyclopentyl cyclopentyl crotonate, 3-pentyl-tetrahydro-2H-pyran-4 acetate, decahydro-2,5,5,8a-tetramethyl-2-naphthyl acetate, 4,7-formyloxy-3a,4,5,6,7,7a-hexahydro-5- or -6-indenyl acetate, 4,7-formyloxy-3a,4,5,6,7,7a-hexahydro-5- or -6-indenyl propionate, 4,7-formyloxy-3a,4,5,6,7,7a-hexahydro-5- or -6-indenyl isobutyrate, 4,7-formyloxy-3a,4,5,6,7,7a-hexahydro-5- or -6-indenyl acetate, Esters of cycloaliphatic alcohols, for example 1-cyclohexylethyl crotonate; Cycloaliphatic carboxylic acid esters, for example allyl 3-cyclohexylpropionate, allyl cyclohexyloxyacetate, methyl cis- and trans-dihydrojasmonate, methyl cis- and trans-jasmonate, methyl 2-hexyl-3-oxocyclopentanecarboxylate, ethyl 2-ethyl-6,6-dimethyl-2-cyclohexenecarboxylate, ethyl 2,3,6,6-tetramethyl-2-cyclohexenecarboxylate, ethyl 2-methyl-1,3-dioxolane-2-acetate; Aromatic aliphatic alcohols, such as benzyl alcohol, 2-phenylethanol, 1-phenylethanol, 3-phenylpropanol, 2-phenylpropanol, 2-phenoxyethanol, 2,2-dimethyl-3-phenylpropanol, 2,2-dimethyl-3-(3-methylphenyl)propanol, 1,1-dimethyl-2-phenylethanol, 1,1-dimethyl-3-phenylpropanol, 1-ethyl-1-methyl-3-phenylpropanol, 2-methyl-5-phenylpentanol, 3-methyl-5-phenylpentanol, 3-phenyl-2-propen-1-ol, 4-methoxybenzyl alcohol, 1-(4-isopropylphenyl)ethanol; Esters of aromatic aliphatic alcohols and aliphatic carboxylic acids, for example benzyl acetate, benzyl propionate, benzyl isobutyrate, benzyl isovalerate, 2-phenylethyl acetate, 2-phenylethyl propionate, 2-phenylethyl isobutyrate, 2-phenylethyl isovalerate, 1-phenylethyl acetate, α-trichloromethylbenzyl acetate, α,α-dimethylphenyl ethyl acetate, α,α-dimethylphenyl ethyl butyrate, cinnamyl acetate, 2-phenoxyethyl isobutyrate, 4-methoxybenzyl acetate; Aromatic ethers, such as 2-phenylethyl methyl ether, 2-phenylethyl isopentyl 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-tetrahydroindene-[1,2-d]-m-dioxine, 4,4a,5,9b-tetrahydro-2,4-dimethylindene[1,2-d]-m-dioxine; Aromatic and araliphatic aldehydes such as, for example: benzaldehyde, phenylacetaldehyde, 3-phenylpropanal, Hydratropaaldehyd, 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-butylphenyl)propanal, cinnamaldehyde, α-butylcinnamaldehyde, α-hexylcinnamaldehyde, 3-methyl-5-phenylvaleraldehyde, 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-tert-butylphenyl)propanal, methylenedioxyphenyl) propionaldehyde; aromatic and aromatic aliphatic ketones, such as acetophenone, 4-methyl-acetophenone, 4-methoxyacetophenone, 4-tert-butyl-2,6-dimethylacetophenone, 4-phenyl-2-butanone, 4-(4-hydroxyphenyl)-2-butanone, 1-(2-naphthyl)ethanone, 2-benzofuranethanone, 3-methyl-2-benzofuranyl)ethanone, benzophenone, 1,1, 2,3,6-hexamethyl-5-indanyl methyl ketone, 6-tert-butyl-1,1-dimethyl-4-indanyl methyl ketone, 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-5-indanyl]ethanone; 5',6',7',8'-tetrahydro-3',5',5',6',8',8'-hexamethyl-2-naphthone; Aromatic and araliphatic carboxylic acids and their esters, for example benzoic acid, phenylacetic acid, methyl benzoate, ethyl benzoate, hexyl benzoate, benzyl benzoate, methylphenyl acetate, ethylphenyl acetate, geranylphenyl acetate, phenylethyl phenylacetate, methyl cinnamate, ethyl cinnamate, benzyl cinnamate, phenylethyl cinnamate; cinnamyl cinnamate, allyl phenoxyacetate, methyl salicylate, hexyl salicylate, cyclohexyl salicylate, cis-3-hexenyl salicylate, benzyl salicylate, phenylethyl salicylate, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, ethyl 3-phenylglycidate, ethyl 3-methyl-3-phenylglycidate; Heterocyclic compounds, such as 2,5-dimethyl-4-hydroxy-2H-furan-3-one, 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-one, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-3-hydroxy-4H-pyran-4-one; Lactones, such as 1,4-octanolactone, 3-methyl-1,4-octanolactone, 1,4-nonanolactone, 1,4-decanolactone, 8-decene-1,4-lactone, 1,4-undecalactone, 1,4-dodecalactone, 1,5-decanolactone, 1,5-dodecalactone, 4-methyl-1,4-decanolactone, 1,15-pentadecalactone, 1,16-hexadecanolactone, 9-hexadecene-1,16-lactone, 10-oxo-1,16-hexadecanolactone, 11-oxo-1,16-hexadecanolactone, 12-oxo-1,16-hexadecanolactone, vinyl-1,12-dodecyl-dialactone, vinyl-1,13-tridecyl-dialactone, 2,3-dihydrocoumarin, octahydrocoumarin.

[0030] In a further preferred embodiment of the present invention, ethyl 2-cyclooctylacetate is preferably combined with one or more, particularly preferably with two, three, four, five or more, pleasant-smelling compounds.

[0031] Accordingly, the present invention also relates to a fragrance composition comprising one, two, three, four, five or more other fragrances imparting woody and / or gourmand-like aroma notes.

[0032] The ethyl 2-cyclooctylacetate used according to the invention advantageously achieves, at least partially, an odor enhancement of a pleasant olfactory impression.

[0033] Preferably, the at least one pleasant odor compound different from ethyl 2-cyclooctylacetate is selected from the group consisting of fragrances having a molar mass in the range of 150 g / mol to 285 g / mol, in particular alcohols, aldehydes, ketones, ethers, esters and carboxylates having a molar mass in the range of 150 g / mol to 285 g / mol.

[0034] In another preferred embodiment according to the present invention, the at least one pleasant smelling compound is selected from the group consisting of γ-undecalactone, γ-nonalactone, 6,6-dimethoxy-2,5,5-trimethylhex-2-ene, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9-methyleneazulenone(5,6-d)-1,3-dioxole, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan , 1-methoxy-4-[(E)-prop-1-enyl]benzene, 4-methoxybenzaldehyde, cyclohexadecene-2-en-1-one, benzaldehyde, benzyl acetate, 7-methyl-2,4-dihydro-3H-1,5-benzodioxazol-3-one, cis-6-nonenal, 3-(4-methoxyphenyl)-2-methylpropanal, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, cedrol methyl ether, (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecane-8-ol, (3R)-3,7-dimethyloct-6-ene, citronellyl acetate, 2H-chromen-2-one, damascenone, γ-decanoyl lactone, dioctyl adipate, ethylene glycol brazilate, (6E)-3,7-dimethylnona-1,6-dien-3-ol, 2-ethyl-3-hydroxy-4H-pyran-4-one, 3-(o-ethylphenyl)-2,2-dimethylpropanal and 3-(p-ethylphenyl)-2,2-dimethylpropanal, 3-(3-propan-2-ylphenyl)butanal, 4-methyl-2- (2-Methylpropyl)oxacyclohexane-4-ol, (3S)-3,6-dimethyl-3H-1-benzofuran-2-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, 2-(3-oxo-2-pentylcyclopentyl)acetate, 2H-1,3-benzodioxole-5-carbaldehyde, 3a,4,5,6,7,7a-hexahydro-4,7-methyleneindene-6-ol acetate, (3Z)-hex-3-en-1-ol, cis-3-hexen-1-ol acetate - alcohol ester, salicylic acid cis-3-hexenyl ester, hexyl acetate, 1H-indole, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl) ketone, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl) pent-1-en-3-one, N,3,7-dimethyloct-1,6-dien-3-ol, acetate 3,7-dimethyloct-1,6-dien-3-ol ester, 3-hydroxy-2-methyl-4H-pyran-4-one, ethyl 2-methylvalerate, methyl 2-aminobenzoate, oct-2 -Methyl acetylide, (E / Z)-2-methylbut-2-enedioic acid diethyl ester, 3-methyl-5-phenylpentan-1-ol, (E)-3,3-dimethyl-5-(2,2,3-trimethyl)-3-cyclopenten-1-yl)-4-penten-2-ol, (E)-2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol, styryl acetate, 3,7-dimethyl-octan-3-ol, 2-methyl-2-sulfanyl-pentan-1-ol, (E)-4-methyldec-3-en-5-ol. .

[0035] Preferably, ethyl 2-cyclooctylacetate is combined with one or more, particularly preferably with two, three, four, five or more of those preferred pleasant-smelling compounds.

[0036] The perfume oil composition containing ethyl 2-cyclooctylacetate is advantageously used for perfuming in liquid form, undiluted or diluted with a solvent. Suitable solvents for this are, for example, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, propylene glycol, 1,2-butylene glycol, dipropylene glycol, diethyl phthalate, triethyl citrate, isopropyl myristate, and the like.

[0037] Furthermore, the fragrance composition according to the invention can be adsorbed on a carrier, which ensures both a fine distribution of the fragrance in the product and a controlled release during use. Such a carrier can be a porous inorganic material, such as light sulfate, silica gel, zeolite, gypsum, clay, clay particles, aerated concrete, etc., or an organic material, such as wood, cellulose-based substances, sugar, dextrin (such as maltodextrin) or plastic, such as PVC, polyvinyl acetate or polyurethane. The final combination of the composition according to the invention and the carrier substance should also be understood as the fragrance composition according to the invention.

[0038] The fragrance composition according to the invention can also be microencapsulated, spray-dried, as inclusion compound or as extruded product and added in this form to the product to be perfumed.

[0039] If desired, the properties of the composition modified in this way can be further optimized by so-called "coating" with suitable materials for a more targeted release of the fragrance, for which purpose waxy plastics such as polyvinyl alcohol are preferably used. The resulting product in turn represents the article according to the invention.

[0040] Preferably, the amount of ethyl 2-cyclooctyl acetate is in the range of 0.001 to 50 wt % based on the total weight of the fragrance composition. More preferably, the amount of ethyl 2-cyclooctyl acetate is in the range of 0.01 to 10 wt % based on the total weight of the fragrance composition. More preferably, the amount of ethyl 2-cyclooctyl acetate is in the range of 0.01 to 1 wt % based on the total weight of the fragrance composition. More preferably, the amount of ethyl 2-cyclooctyl acetate is in the range of 0.01 to 0.1 wt % based on the total weight of the fragrance composition.

[0041] The perfume compositions according to the invention can advantageously be used in concentrated form, in the form of solutions or in the modified forms described above for the production of perfumed articles according to the invention, such as perfume extracts, perfume concentrates, eau de toilette, aftershaves, colognes, pre-shave products, cologne pomades and perfumed wet wipes, for the perfuming of acidic, alkaline and neutral cleaners, such as floor cleaners, glass cleaners, dishwashing detergents, bathroom and sanitary cleaners, scouring creams, solid and liquid toilet cleaners, carpet cleaners in powder and foam form, textile fresheners, ironing aids, liquid washing compositions, powdered washing compositions, laundry pretreatment preparations such as bleaches, soaking agents and stain removers, fabric softeners, washing soaps, laundry tablets, disinfectants, air fresheners in liquid form, gel form or in the form of an application to a solid carrier, aerosol sprays, waxes and polishes, such as furniture polishes, polishes, floor waxes, shoe creams and personal care products such as solid and liquid soaps, shower gels, shampoos, shaving soaps, shaving foams, bath oils, cosmetic emulsions of the oil-in-water, water-in-oil and water-in-oil-in-water type, such as skin creams and lotions, face creams and lotions, sunscreen creams and lotions, after-sun repair creams and lotions, hand creams and lotions, foot creams and lotions, hair removal creams and lotions, aftershave creams and lotions, suntan creams and lotions, hair care products such as hair sprays, hair gels, styling creams, conditioners, permanent and semi-permanent hair colorants, hair styling products such as cold wave and hair straightening products, hair nourishers, hair creams and shampoos, deodorants and antiperspirants such as underarm sprays, roll-ons, deodorant sticks, deodorant creams, decorative cosmetics such as eye shadows, nail polishes, lipsticks, mascaras and candles, lamp oils, scented candles, insecticides, insect repellents and propellants.

[0042] Of course, the fragrance composition according to the present invention can also be contained in a cosmetic composition or a household composition.

[0043] Another aspect of the present invention relates to a perfumed product comprising a sensory working amount of a fragrance composition as described above, wherein the amount of the fragrance composition is preferably in the range of 0.01 to 10 wt.-%, more preferably 0.1 to 5 wt.-%, most preferably 0.25 to 3 wt.-%, based on the total mass of the product.

[0044] In a preferred embodiment, the perfumed product is selected from cosmetics, hygiene products and / or household products.The further preferred embodiments listed above also apply to the perfumed product according to the invention.

[0045] Preferably, the perfumed product is selected from the group consisting of detergents and cleaning agents, hygiene or care products, preferably in the field of body and hair care, cosmetics and household, preferably selected from the group consisting of perfume extracts, perfumes, eau de toilette, aftershave, cologne, pre-shave products, cologne pomades, perfumed freshening tissues, acidic, alkaline or neutral detergents, textile fresheners, ironing aids, liquid washing compositions, powdered washing compositions, laundry pretreatment preparations, fabric softeners, laundry tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes, personal care products, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, aftershave creams and lotions, suntan creams and lotions, hair care products, decorative cosmetic products, candles, lamp oils, scented candles, insecticides, insect repellents and propellants. Most preferably, the perfumed product is selected from alcohol perfumes, personal hygiene products or cleaning or care products for household use.

[0046] Furthermore, the perfumed product according to the invention preferably comprises a sensory effective amount of ethyl 2-cyclooctylacetate, which is sufficient to provide the consumer with one or more olfactory properties selected from fruitier and / or enhanced fruity notes.

[0047] The above-mentioned additives, auxiliaries and / or active substances are preferably not odoriferous substances. These can be, for example, preservatives, antimicrobials, chelating agents, detergents, emulsifiers, fats, etc., and in principle all substances which are used as additives, auxiliaries and / or active ingredients in cosmetics, in particular perfume compositions and household compositions.

[0048] Another aspect of the present invention relates to a method for enhancing one or more pleasant olfactory impressions of one or more pleasant odorous compounds, in particular for enhancing and / or improving the fruity notes of one or more pleasant odorous compounds, wherein the compounds are different from ethyl 2-cyclooctylacetate, comprising or consisting of the following steps: - mixing the pleasant smelling compounds with ethyl 2-cyclooctylacetate in an amount sufficient to enhance and / or improve the fruity notes of the one or more pleasant smelling compounds.

[0049] Preferably, the weight ratio of ethyl 2-cyclooctylacetate to the total amount of pleasant-smelling compounds other than ethyl 2-cyclooctylacetate is in the range of 1:5000 to 1:1000, more preferably in the range of 1:3000 to 1:2000.

[0050] In an alternative embodiment according to the present invention, the at least one or more pleasant smelling compounds are selected from the group consisting of: γ undecanolide, γ nonanolide, 6,6-dimethoxy-2,5,5-trimethylhex-2-ene, (4aR, 5R, 7aS, 9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9-methyleneazulenone (5,6-d)-1,3-dioxole, (3aR, 5aS, 9aS, 9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan 1-methoxy-4-[(E)-prop-1-enyl]benzene, 4-methoxybenzaldehyde, cyclohexadecene-2-en-1-one, benzaldehyde, benzyl acetate, 7-methyl-2,4-dihydro-3H-1,5-benzodioxazol-3-one, cis-6-nonenal, 3-(4-methoxyphenyl)-2-methylpropanal, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, cedrol methyl ether, (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecane-8-ol, (3R)-3,7-dimethyloct-6-ene, citronellyl acetate, 2H-chromen-2-one, damascenone, γ-decanoyl lactone, dioctyl adipate, ethylene glycol brazilate, (6E)-3,7-dimethylnona-1,6-dien-3-ol, 2-ethyl-3-hydroxy-4H-pyran-4-one, 3-(o-ethylphenyl)-2,2-dimethylpropanal and 3-(p-ethylphenyl)-2,2-dimethylpropanal, 3-(3-propan-2-ylphenyl)butanal, 4-methyl-2- (2-Methylpropyl)oxacyclohexane-4-ol, (3S)-3,6-dimethyl-3H-1-benzofuran-2-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, 2-(3-oxo-2-pentylcyclopentyl)acetate, 2H-1,3-benzodioxole-5-carbaldehyde, 3a,4,5,6,7,7a-hexahydro-4,7-methyleneindene-6-ol acetate, (3Z)-hex-3-en-1-ol, cis-3-hexen-1-ol acetate - alcohol ester, salicylic acid cis-3-hexenyl ester, hexyl acetate, 1H-indole, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl) ketone, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl) pent-1-en-3-one, N,3,7-dimethyloct-1,6-dien-3-ol, acetate 3,7-dimethyloct-1,6-dien-3-ol ester, 3-hydroxy-2-methyl-4H-pyran-4-one, ethyl 2-methylvalerate, methyl 2-aminobenzoate, oct-2 -Methyl acetylide, (E / Z)-2-methylbut-2-enedioic acid diethyl ester, 3-methyl-5-phenylpentan-1-ol, (E)-3,3-dimethyl-5-(2,2,3-trimethyl)-3-cyclopenten-1-yl)-4-penten-2-ol, (E)-2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol, styryl acetate, 3,7-dimethyl-octan-3-ol, 2-methyl-2-sulfanyl-pentan-1-ol, (E)-4-methyldec-3-en-5-ol. .

[0051] Preferably, ethyl 2-cyclooctylacetate is combined with one or more, particularly preferably with two, three, four, five or more, preferably pleasant-smelling compounds, in particular fragrances.

[0052] The other preferred embodiments listed above also apply to the method of the present invention.

[0053] In the following, the invention is further characterized based on examples. If not stated otherwise, all amounts are given as percentages by weight.

[0054] Example 1: Synthesis of ethyl 2-cyclooctyl acetate

[0055] 69 g (0.63 mol) of cyclooctene, 2500 g (15.6 mol) of diethyl malonate and 26 g (0.18 mol) of di-tert-butyl peroxide were placed in a 5 L autoclave and heated under 5 bar N2. It was stirred at 155-160°C for one hour. The pressure was raised to 11 bar. It was quickly cooled to room temperature and then evaporated on a rotary evaporator (water bath: 78-85°C, vacuum: 4 mbar). The residue was fractionated on a distillation bridge without a column. The product was distilled at a maximum temperature of 65-116°C and a vacuum of 0.4 mbar. 116 g of diethyl 2-cyclooctyl malonate was obtained with a GC content of 84.9%. Diethyl 2-cyclooctyl malonate has the structure of formula II 1 H NMR: (400MHz, CDCl3) δ4.23–4.14(m,4H),3.23(dd,J=8.9,1.5Hz,1H),2.42–2.31(m,1H),1.76–1.34(m,14H),1.30–1.24(m,6H) m / z:41(6),55(8),69(7),88(10),105(5),115(17),133(29),160(100),197(1),225(7)

[0056] 111 g (0.35 mol) of 84.9% diethyl 2-cyclooctylmalonate were placed in a 250 ml stirrer with a contact thermometer, a 10 cm Vigreux column, a distillation bridge, a dropping funnel and a heating mantle and heated to 200° C. At this temperature, 23 ml of water were added dropwise over 90 minutes while removing distillate. The residue (68 g) was distilled on a distillation bridge without a column. The crude product was distilled at a maximum temperature of 76-119° C. and a vacuum of 1 mbar. 60 g of crude product were obtained. GC showed 79.5% ethyl 2-cyclooctyl acetate and 16.6% unsaturates. The crude product was hydrogenated in a 0.5 liter autoclave with 100 ml of ethanol, 2 g of palladium on activated carbon (wet, 5% Pd) and a hydrogen pressure of 20 bar at 100° C. for 7 hours. The mixture was filtered, evaporated and then distilled on a kugelrohr at 70-95° C. and a vacuum of 0.6 mbar. 51 g of ethyl 2-cyclooctylacetate according to formula I were obtained with a GC content of 95.9%. 1H NMR: (400MHz, CDCl3) δ4.12(q,J=7.1Hz,2H),2.20(d,J=7.3Hz,2H),2.13–2.01(m,1 H),1.73–1.63(m,2H),1.61–1.41(m,10H),1.39–1.29(m,2H),1.25(t,J=7.1Hz,3H) m / z:41(18),55(20),61(23),70(24),88(100),95(2),111(6),127(3),153(7),198(2)

[0057] Example 2: Spice composition Table 1: Examples of fragrance compositions according to the invention According to the expert panel, after adding 0.5% ethyl 2-cyclooctyl acetate, the composition had a fruitier odor note.

Claims

1. Use of ethyl 2-cyclooctyl acetate as a fragrance.

2. Use of ethyl 2-cyclooctylacetate according to claim 1 for enhancing one or more pleasant olfactory impressions of one or more pleasant-smelling compounds, wherein these compounds are different from ethyl 2-cyclooctylacetate.

3. Use according to claim 2, wherein the one or more pleasant olfactory impressions are selected from the group consisting of an enhancement and / or improvement of fruity olfactory notes.

4. The method according to claim 1, wherein the one or more pleasant smelling compounds different from ethyl 2-cyclooctylacetate are selected from the group consisting of fragrances having a molar mass in the range of 150 g / mol to 285 g / mol, in particular alcohols, aldehydes, ketones, ethers, esters and carboxylates having a molar mass in the range of 150 g / mol to 285 g / mol.

5. The use according to any preceding claim, wherein the one or more pleasant smelling compounds are selected from the group consisting of gamma undecanolide, gamma nonanolide, 6,6-dimethoxy-2,5,5-trimethylhex-2-ene, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9-methyleneazulenol(5,6-d)-1,3-dioxole, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b ] furan, 1-methoxy-4-[(E)-prop-1-enyl]benzene, 4-methoxybenzaldehyde, cyclohexadecene-2-en-1-one, benzaldehyde, benzyl acetate, 7-methyl-2,4-dihydro-3H-1,5-benzodioxazol-3-one, cis-6-nonenal, 3-(4-methoxyphenyl)-2-methylpropanal, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, cedrol methyl ether, (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecane-8-ol, (3R)-3,7-dimethyloct-6-ene, citronellyl acetate, 2H-chromen-2-one, damascenone, γ-decanoyl lactone, dioctyl adipate, ethylene glycol brazilate, (6E)-3,7-dimethylnona-1,6-dien-3-ol, 2-ethyl-3-hydroxy-4H-pyran-4-one, 3-(o-ethylphenyl)-2,2-dimethylpropanal and 3-(p-ethylphenyl)-2,2-dimethylpropanal, 3-(3-propan-2-ylphenyl)butanal, 4-methyl-2- (2-Methylpropyl)oxacyclohexane-4-ol, (3S)-3,6-dimethyl-3H-1-benzofuran-2-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, 2-(3-oxo-2-pentylcyclopentyl)acetate, 2H-1,3-benzodioxole-5-carbaldehyde, 3a,4,5,6,7,7a-hexahydro-4,7-methyleneindene-6-ol acetate, (3Z)-hex-3-en-1-ol, cis-3-hexen-1-ol acetate - alcohol ester, salicylic acid cis-3-hexenyl ester, hexyl acetate, 1H-indole, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl) ketene, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl) pent-1-en-3-one N,3,7-dimethyloct-1,6-dien-3-ol, acetate 3,7-dimethyloct-1,6-dien-3-ol ester, 3-hydroxy-2-methyl-4H-pyran-4-one, ethyl 2-methylvalerate, methyl 2-aminobenzoate, oct-2 -Methyl acetylide, (E / Z)-2-methylbut-2-enedioic acid diethyl ester, 3-methyl-5-phenylpentan-1-ol, (E)-3,3-dimethyl-5-(2,2,3-trimethyl)-3-cyclopenten-1-yl)-4-penten-2-ol, (E)-2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol, styryl acetate, 3,7-dimethyl-octan-3-ol, 2-methyl-2-sulfanyl-pentan-1-ol, (E)-4-methyldec-3-en-5-ol. .

6. Use according to any preceding claim, wherein the ratio of the total amount of the pleasant smelling compounds to the total amount of ethyl 2-cyclooctylacetate is in the range of 1:10 to 1:1000.

7. A fragrance composition comprising or consisting of ethyl 2-cyclooctylacetate and at least one other pleasant odoriferous compound different from ethyl 2-cyclooctylacetate.

8. The fragrance composition according to claim 7, wherein the weight ratio of ethyl 2-cyclooctylacetate to the total amount of pleasant smelling compounds other than ethyl 2-cyclooctylacetate is in the range of 1:10 to 1:1000.

9. The fragrance composition according to claim 7 and / or 8, wherein the amount of ethyl 2-cyclooctylacetate is sufficient to enhance one or more pleasant olfactory impressions of one or more pleasant odorous compounds other than ethyl 2-cyclooctylacetate, in particular for enhancing or improving the fruity olfactory notes of one or more pleasant odorous compounds.

10. The fragrance composition according to at least one of claims 7 to 9, wherein the amount of ethyl 2-cyclooctylacetate is in the range of 0.001 to 50% by weight, based on the total weight of the fragrance composition.

11. The fragrance composition according to at least one of claims 7 to 9, wherein the amount of ethyl 2-cyclooctylacetate is in the range of 0.01 to 10% by weight, based on the total weight of the fragrance composition.

12. The fragrance composition according to at least one of claims 7 to 11, wherein the at least one pleasant smelling compound is selected from the group consisting of gamma undecanolide, gamma nonanolide, 6,6-dimethoxy-2,5,5-trimethylhex-2-ene, (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4h-4a,9-methyleneazulenol(5,6-d)-1,3-dioxole, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1 -b] furan, 1-methoxy-4-[(E)-prop-1-enyl]benzene, 4-methoxybenzaldehyde, cyclohexadecene-2-en-1-one, benzaldehyde, benzyl acetate, 7-methyl-2,4-dihydro-3H-1,5-benzodioxazol-3-one, cis-6-nonenal, 3-(4-methoxyphenyl)-2-methylpropanal, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, cedrol methyl ether, (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecane-8-ol, (3R)-3,7-dimethyloct-6-ene, citronellyl acetate, 2H-chromen-2-one, damascenone, γ-decanoyl lactone, dioctyl adipate, ethylene glycol brazilate, (6E)-3,7-dimethylnona-1,6-dien-3-ol, 2-ethyl-3-hydroxy-4H-pyran-4-one, 3-(o-ethylphenyl)-2,2-dimethylpropanal and 3-(p-ethylphenyl)-2,2-dimethylpropanal, 3-(3-propan-2-ylphenyl)butanal, 4-methyl-2- (2-Methylpropyl)oxacyclohexane-4-ol, (3S)-3,6-dimethyl-3H-1-benzofuran-2-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, 2-(3-oxo-2-pentylcyclopentyl)acetate, 2H-1,3-benzodioxole-5-carbaldehyde, 3a,4,5,6,7,7a-hexahydro-4,7-methyleneindene-6-ol acetate, (3Z)-hex-3-en-1-ol, cis-3-hexen-1-ol acetate - alcohol ester, salicylic acid cis-3-hexenyl ester, hexyl acetate, 1H-indole, 1-(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl) ketene, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl) pent-1-en-3-one N,3,7-dimethyloct-1,6-dien-3-ol, acetate 3,7-dimethyloct-1,6-dien-3-ol ester, 3-hydroxy-2-methyl-4H-pyran-4-one, ethyl 2-methylvalerate, methyl 2-aminobenzoate, oct-2 -Methyl acetylide, (E / Z)-2-methylbut-2-enedioic acid diethyl ester, 3-methyl-5-phenylpentan-1-ol, (E)-3,3-dimethyl-5-(2,2,3-trimethyl)-3-cyclopenten-1-yl)-4-penten-2-ol, (E)-2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol, styryl acetate, 3,7-dimethyl-octan-3-ol, 2-methyl-2-sulfanyl-pentan-1-ol, (E)-4-methyldec-3-en-5-ol. .

13. A perfumed product comprising a sensory working amount of a fragrance composition according to claims 7 to 12, wherein the amount of the fragrance composition is preferably in the range of 0.01 to 10 wt.-%, more preferably 0.1 to 5 wt.-%, most preferably 0.25 to 3 wt.-%, based on the total mass of the product.

14. Perfumed product according to claim 13, wherein the product is selected from cosmetics, hygiene products and / or household products.

15. A method for enhancing one or more pleasant olfactory impressions of one or more pleasant odorous compounds, in particular for enhancing and / or improving the fruity-floral notes of one or more pleasant odorous compounds, wherein the compounds are different from ethyl 2-cyclooctylacetate, comprising or consisting of the following steps: - mixing the pleasant smelling compound with ethyl 2-cyclooctylacetate in an amount sufficient to enhance and / or improve the fruity notes of the one or more pleasant smelling compounds.

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