70788-30-6

Basic information

• Product Name: 1-(2,2,6-TRIMETHYLCYCLOHEXYL)-3-HEXANOL
• Synonyms: 1-(2,2,6-TRIMETHYLCYCLOHEXYL)-3-HEXANOL;2,2,6-trimethyl-.alpha.-propyl-Cyclohexanepropanol;2,2,6-trimethyl-alpha-propyl-cyclohexanepropano;6-(2,2,6-Trimethylcyclohexyl)-4-hexanol;Timberol;Cyclohexanepropanol, 2,2,6-trimethyl-.alpha.-propyl-;2,2,6-Trimethyl-alpha-propylcyclohexanpropanol;1-(2,2,6-Trimethylcyclohexyl)hexane-3-ol
• CAS NO: 70788-30-6
• Molecular Formula: C15H30O
• Molecular Weight: 226.4
• EINECS: 274-892-7
• Mol File: 70788-30-6.mol

Chemical Properties

• Boiling Point: 280℃
• Flash Point: 124℃
• Appearance: Colourless viscous liquid
• Density: 0.850
• PKA: 15.24±0.20(Predicted)
• CAS DataBase Reference: 1-(2,2,6-TRIMETHYLCYCLOHEXYL)-3-HEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,2,6-TRIMETHYLCYCLOHEXYL)-3-HEXANOL(70788-30-6)
• EPA Substance Registry System: 1-(2,2,6-TRIMETHYLCYCLOHEXYL)-3-HEXANOL(70788-30-6)

Safety Data

• Hazardous Substances Data: 70788-30-6(Hazardous Substances Data)

Usage

Uses

Used in Perfumery:
1-(2,2,6-Trimethylcyclohexyl)-3-hexanol is used as a fragrance ingredient for its distinct woody and powdery odor. It is particularly suitable for perfume compositions in various applications, such as:
Used in Soap Industry:
1-(2,2,6-Trimethylcyclohexyl)-3-hexanol is used as a fragrance ingredient in soaps to provide a long-lasting and pleasant scent.
Used in Detergent Industry:
1-(2,2,6-Trimethylcyclohexyl)-3-hexanol is used as a fragrance ingredient in detergents to impart a fresh and clean scent to laundry and other cleaning products.
Used in Household Products Industry:
1-(2,2,6-Trimethylcyclohexyl)-3-hexanol is used as a fragrance ingredient in various household products, such as air fresheners and cleaning agents, to enhance their olfactory appeal and create a pleasant atmosphere.

Trade name

Norlimbanol? (Firmenich), Timberol? (Symrise)

Upstream product

• 253454-14-7 (3S)-1-(2,6,6-trimethylcyclohex-2-enyl)hex-1-en-3-ol 
• 253454-13-6 1-(2,6,6-trimethylcyclohex-2-enyl)hex-1-en-3-ol 
• 70092-19-2 1-(2,6,6-trimethylcyclohex-2-en-1-yl)-hex-1-en-3-one 
• 70092-20-5 1-(2,6,6-trimethylcyclohex-1-en-1-yl)-hex-1-en-3-one 
• 253454-24-9 (1'S,3R,6'R)-1-(2,2,6-trimethylcyclohexyl)hexan-3-yl acetate 
• 253454-06-7 (1'R,3R,6'R)-1-(2,2,6-trimethylcyclohexyl)hex-1-en-3-yl acetate 
• 253454-09-0 (-)-(1'S,3R,6'R)-1-(2,2,6-trimethylcyclohexyl)hexan-3-ol 
• 70092-19-2 (+/-)-1-(2,6,6-trimethylcyclohex-2-enyl)hex-1-en-3-one 
• 65562-82-5 8,12-dimethyltrideca-5,7,11-trien-4-one 
• 6155-96-0 (2R)-2-Chloropentanoic acid 
• 123731-68-0 (S)-1,2-epoxypentane 
• 2013-12-9 D-norvaline 

Relevant articles and documents

Process for the preparation of 1-(2,2,6-trimethylcyclohexyl)-hexan-3-ol

A process for the preparation of 1-(2,2,6-trimethylcyclohexyl)-hexan-3-ol of the formula A having a content of at least 30 wt. % of the corresponding trans isomer, based on the total amount of 1-(2,2,6-trimethylcyclohexyl)-hexan-3-ol of the formula A, wit

Amber-woody scent: Alcohols with divergent structure present common olfactory characteristics and sharp enantiomer differentiation

Only one out of the four possible trans isomers of the important perfumery alcohol Norlimbanol (1) possesses a very strong amber-woody smell, the isomer 1A with (1′ R,3S,6'S) absolute configuration. Its enantiomer 1B is almost odorless and devoid of amber-woody character, whereas the diastereoisomers 1C and 1D are considerably weaker and perceptible only by the most-sensitive persons. The same is true for a whole series of perceptual analogs of 1, including β-alkoxy alcohols. These ethers belong to two structural classes: [(2,2,6-trimethylcyclohexyl)oxy]- (see 3, 4, and 16) or {[2-(tert-butyl)cyclohexyl]oxy)alkan-2-ol derivatives (see 19 and 20; Table). A superimposition model allowing for good overlap of the respective hydroxylated side chains offers a tentative explanation for the shared perceptual characteristics of the two classes (Fig. 5). The lipophilic cyclohexane moieties present only a minimal overlap in this model, suggesting that quite larger molecules might possess the same smell. (S)-Configured β-alkoxy alcohols can conveniently be obtained on a larger scale by enantioselective reduction of the corresponding ketones (Scheme 9).

Method for producing trimethylcyclohexyl-3-alkanols with a high portion of trans-isomers

Production of 1-(2,2,6-trimethylcyclohexyl)-3-alkanols containing trans isomers (D) comprises hydrogenating corresponding enones (B) in the presence of a nickel catalyst in the absence of copper chromite. Production of 1-(2,2,6-trimethylcyclohexyl)-3-alka

Optically active aliphatic alcohols and their use as perfuming ingredients

The optically active compounds of formula wherein R1 represents a hydrogen atom or a methyl radical, or of formula are useful as perfuming ingredients for the preparation of perfuming compositions and perfumed articles to which they impart woody-amber notes.

Enzyme-mediated preparation of the single enantiomers of the olfactory active components of the woody odorant Timberol

Enantiomerically pure (3S)-3a and -3b, the olfactory active forms of 1- (2,2,6-trimethylcyclohexyl)hexan-3-ol, components of the commercial woody odorant Timberol, are obtained by lipase-PS-mediated enantioselective acetylation of the allylic alcohols 6 a

Propanol derivatives and perfumes containing the same

An optically active 3-[6(S)-2,2,6-trimethylcyclohexan-1-yl]propanol derivative represented by formula (I): STR1 wherein R1 represents a lower alkyl group, and a perfume containing the same as an active ingredient are disclosed.

Composition essentially consisting of trans-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol

Composition consisting of from less than 100% to more than about 80% of trans-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol and a definite amount, but not more than about 20%, of cis-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol. Process for preparing same from β-cyclocitral via a three-, optionally, four-step pathway. Utilization of the said composition as effective perfume ingredient.

208. Diastereoselektivitaet der Geruchswahrnehmung von Alkoholen der Iononreihe

The characteristic odor of the diastereoisomers 1 and 2 of 1-(2,2,6-trimethylcyclohexyl)-3-hexanol is configuration dependent, the trans-alcohol 1 being identified as the sensorily active component.Structure modifications of model 1/2, for example substitution on C(2), C(13), and C(14) (ionon numbering) by CH3 groups, introduction of double bonds in the 3- or 4-position, and isosteric substitution of C(7) by an O-atom, leads to analogues revealing an unequivocal relation between stereochemistry and odor.The specific odor of alcohol 1 is generally released when all substituents are in an equatorial position; the resulting analogy with the molecular size and shape of odoriferous steroids suggests that the release of the particular scent can be correlated with a steroid-resembling receptor event.