US3864285A - Novel odorants - Google Patents
Novel odorants Download PDFInfo
- Publication number
- US3864285A US3864285A US262411A US26241172A US3864285A US 3864285 A US3864285 A US 3864285A US 262411 A US262411 A US 262411A US 26241172 A US26241172 A US 26241172A US 3864285 A US3864285 A US 3864285A
- Authority
- US
- United States
- Prior art keywords
- octalone
- odorant
- methyl
- compositions
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000003205 fragrance Substances 0.000 title claims abstract description 16
- 239000000203 mixture Substances 0.000 claims abstract description 15
- XCOHAFVJQZPUKF-UHFFFAOYSA-M octyltrimethylammonium bromide Chemical compound [Br-].CCCCCCCC[N+](C)(C)C XCOHAFVJQZPUKF-UHFFFAOYSA-M 0.000 description 8
- 239000002304 perfume Substances 0.000 description 4
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- AWNOGHRWORTNEI-UHFFFAOYSA-N 2-(6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)ethyl acetate Chemical compound CC(=O)OCCC1=CCC2C(C)(C)C1C2 AWNOGHRWORTNEI-UHFFFAOYSA-N 0.000 description 1
- 241000468081 Citrus bergamia Species 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- 235000010254 Jasminum officinale Nutrition 0.000 description 1
- 240000005385 Jasminum sambac Species 0.000 description 1
- 244000178870 Lavandula angustifolia Species 0.000 description 1
- 235000010663 Lavandula angustifolia Nutrition 0.000 description 1
- SUAUILGSCPYJCS-UHFFFAOYSA-N Musk ambrette Chemical compound COC1=C([N+]([O-])=O)C(C)=C([N+]([O-])=O)C=C1C(C)(C)C SUAUILGSCPYJCS-UHFFFAOYSA-N 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 240000007673 Origanum vulgare Species 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 235000001053 badasse Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000010630 cinnamon oil Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 244000056931 lavandin Species 0.000 description 1
- 235000009606 lavandin Nutrition 0.000 description 1
- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 description 1
- 239000001102 lavandula vera Substances 0.000 description 1
- 235000018219 lavender Nutrition 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000001298 pelargonium graveolens oil Substances 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
- C11B9/0046—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings
- C11B9/0049—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms
- C11B9/0053—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms both rings being six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/613—Unsaturated compounds containing a keto groups being part of a ring polycyclic
- C07C49/617—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system
- C07C49/623—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings
- C07C49/637—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings the condensed ring system containing ten carbon atoms
Definitions
- IO-methyloctalone-2 possesses particular odorant properties which make it excellently suited as a component of odorant compositions.
- the present invention is based on the foregoing finding and is concerned, in one of its aspects, with odorant compositions which contain IO-methyl- -octalone-2.
- the present invention is concerned with a method of imparting an odor to materials by applying thereto or incorporating therein an odorimparting amount of l-methyl -octalone-2.
- the present invention is concerned with a process for altering the perfumistic properties of odorant compositions by incorporating lO-methyl- -octalone-2 into an odorant composition.
- the fragrance of the octalone of formula I is agreste, balsamic and hay-like. It displays, in particular, honey-like, tonkaand coumarin-like, sweet-irislike, spicy and slightly woody notes reminiscent oflight tobacco.
- the octalone of formula I can be used in the manufacture of compositions having a wide variety of perfumistic applications. In particular, it can be used as a component of perfume bases for modern mens lines. Furthermore, the character of compositions having, for example, floral notes, especially those having jasmine, rose or muguet character, can be altered or strengthened with the aid of the octalone of formula I. The same is also true of perfume bases having wood, chypre or fougere character, the perfumistic notes of which are influenced in a desirable manner by the incorporation therein of the octalone of formula I,
- octalone of formula I can be used in odorant compositions
- perfume bases the octalone can be employed. for example in amounts of ca 2-20 wt.% and in finished products such as perfumes, lotions etc. about l-2% can parts by weight:
- An odorant composition which contains an olfactorily-effective amount of IO-methyl- -octalone-2 and at least one carrier commonly used in odorant compositions.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH914871 | 1971-06-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3864285A true US3864285A (en) | 1975-02-04 |
Family
ID=4348862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US262411A Expired - Lifetime US3864285A (en) | 1971-06-23 | 1972-06-13 | Novel odorants |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3864285A (https=) |
| JP (1) | JPS5443587B1 (https=) |
| BE (1) | BE785319A (https=) |
| BR (1) | BR7203549D0 (https=) |
| CH (1) | CH546818A (https=) |
| DE (1) | DE2226781C3 (https=) |
| FR (1) | FR2143357B1 (https=) |
| GB (1) | GB1343379A (https=) |
| IT (1) | IT955932B (https=) |
| NL (1) | NL166720C (https=) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2912462A (en) * | 1957-10-22 | 1959-11-10 | Trubeck Lab | Substituted bicyclic decanols and decanones |
| US3265739A (en) * | 1962-02-23 | 1966-08-09 | Int Flavors & Fragrances Inc | Preparation of 2-octalones |
-
1971
- 1971-06-23 CH CH914871A patent/CH546818A/xx not_active IP Right Cessation
-
1972
- 1972-05-26 IT IT24947/72A patent/IT955932B/it active
- 1972-05-30 NL NL7207297.A patent/NL166720C/xx not_active IP Right Cessation
- 1972-06-02 BR BR3549/72A patent/BR7203549D0/pt unknown
- 1972-06-02 DE DE2226781A patent/DE2226781C3/de not_active Expired
- 1972-06-13 US US262411A patent/US3864285A/en not_active Expired - Lifetime
- 1972-06-14 JP JP5934972A patent/JPS5443587B1/ja active Pending
- 1972-06-22 GB GB2926372A patent/GB1343379A/en not_active Expired
- 1972-06-23 BE BE785319A patent/BE785319A/xx unknown
- 1972-06-23 FR FR7222723A patent/FR2143357B1/fr not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2912462A (en) * | 1957-10-22 | 1959-11-10 | Trubeck Lab | Substituted bicyclic decanols and decanones |
| US3265739A (en) * | 1962-02-23 | 1966-08-09 | Int Flavors & Fragrances Inc | Preparation of 2-octalones |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2143357B1 (https=) | 1979-08-24 |
| DE2226781C3 (de) | 1979-06-21 |
| DE2226781A1 (de) | 1972-12-28 |
| IT955932B (it) | 1973-09-29 |
| NL166720C (nl) | 1981-09-15 |
| JPS5443587B1 (https=) | 1979-12-20 |
| CH546818A (de) | 1974-03-15 |
| FR2143357A1 (https=) | 1973-02-02 |
| BE785319A (fr) | 1972-12-27 |
| GB1343379A (en) | 1974-01-10 |
| NL166720B (nl) | 1981-04-15 |
| NL7207297A (https=) | 1972-12-28 |
| BR7203549D0 (pt) | 1973-05-24 |
| DE2226781B2 (de) | 1978-10-26 |
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