GB1121508A - Unsaturated alcohols and the esters thereof - Google Patents
Unsaturated alcohols and the esters thereofInfo
- Publication number
- GB1121508A GB1121508A GB51891/65A GB5189165A GB1121508A GB 1121508 A GB1121508 A GB 1121508A GB 51891/65 A GB51891/65 A GB 51891/65A GB 5189165 A GB5189165 A GB 5189165A GB 1121508 A GB1121508 A GB 1121508A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vinyl
- hydrogen
- compounds
- perfume
- octen
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/02—Acyclic alcohols with carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/04—Formic acid esters
- C07C69/06—Formic acid esters of monohydroxylic compounds
- C07C69/07—Formic acid esters of monohydroxylic compounds of unsaturated alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
- C07C69/14—Acetic acid esters of monohydroxylic compounds
- C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
-
- 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
- C11B9/0007—Aliphatic compounds
- C11B9/0015—Aliphatic compounds containing oxygen as the only heteroatom
-
- 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
- C11B9/0007—Aliphatic compounds
- C11B9/0015—Aliphatic compounds containing oxygen as the only heteroatom
- C11B9/0019—Aliphatic compounds containing oxygen as the only heteroatom carbocylic acids; Salts or esters thereof
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
The invention comprises compounds of the formula <FORM:1121508/C2/1> wherein X represents hydrogen or <FORM:1121508/C2/2> in which R is hydrogen or a C1- 4 alkyl, and Y is a vinyl or ethyl group. The compounds are made by thermal isomerization of hydronopol to yield 7 - methyl - 3 - vinyl - octen - (6)-ol-(1), followed, if desired, by esterification with a C1- 5 carboxylic acid or by reduction of the vinyl group to give 7-methyl-3-ethyl-octen-(6)-ol-(1) which may be subsequently esterified. The partial reduction of the 3-vinyl compound may be effected using hydrogen and, e.g. Raney Ni, or by reaction with an organo-aluminium compound, e.g. di-isobutyl-aluminium hydride, followed by hydrolysis. Esterification is effected by known methods, e.g. with the free carboxylic acid and p-toluene sulphonic acid, or with the acid halide in the presence of a base. The formates and acetates of the alcohols are prepared. The compounds have floral odours and are used in perfume compositions (see Division A5).ALSO:The invention comprises perfume constituents having the general formula <FORM:1121508/A5-A6/1> wherein X represents hydrogen or <FORM:1121508/A5-A6/2> , in which R is hydrogen or a C1-4 alkyl, and Y represents a vinyl or ethyl group. These compounds have a floral odour. Examples of perfume formulations containing the novel constituents and other known components are provided.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DESCH36267A DE1234900B (en) | 1964-12-16 | 1964-12-16 | Fragrance composition |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1121508A true GB1121508A (en) | 1968-07-31 |
Family
ID=7433799
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB51891/65A Expired GB1121508A (en) | 1964-12-16 | 1965-12-07 | Unsaturated alcohols and the esters thereof |
Country Status (4)
Country | Link |
---|---|
CH (1) | CH473889A (en) |
DE (1) | DE1234900B (en) |
FR (1) | FR1459656A (en) |
GB (1) | GB1121508A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5024847A (en) * | 1989-09-18 | 1991-06-18 | Basf K&F Corporation | Sulfur containing acyclic terpenes |
WO2014150171A1 (en) * | 2013-03-15 | 2014-09-25 | The Procter & Gamble Company | Specific unsaturated and branched functional materials for use in consumer products |
-
1964
- 1964-12-16 DE DESCH36267A patent/DE1234900B/en active Pending
-
1965
- 1965-10-12 CH CH1408965A patent/CH473889A/en not_active IP Right Cessation
- 1965-12-07 GB GB51891/65A patent/GB1121508A/en not_active Expired
- 1965-12-15 FR FR42399A patent/FR1459656A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
CH473889A (en) | 1969-06-15 |
FR1459656A (en) | 1966-11-18 |
DE1234900B (en) | 1967-02-23 |
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