3,5,5-TRIMETHYL-2-CYCLOHEXEN-1-OL Property

Boiling point:

79.5-81.5 °C8 mm Hg(lit.)

Density 

0.918 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.472(lit.)

Flash point:

176 °F

pka

14.74±0.60(Predicted)

BRN 

1929064

InChIKey

LDRWAWZXDDBHTG-UHFFFAOYSA-N

LogP

2.436 (est)

CAS DataBase Reference

470-99-5

EPA Substance Registry System

2-Cyclohexen-1-ol, 3,5,5-trimethyl- (470-99-5)

Safety

Safety Statements 

23-24/25

WGK Germany 

3

HS Code 

29061990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

3,5,5-TRIMETHYL-2-CYCLOHEXEN-1-OL Chemical Properties,Usage,Production

Chemical Properties

clear colorless liquid

Uses

This alcohol has found a little use in perfume compositions, mainly in Honey-bases as a modifier and powerful ingredient. It blends excellently with Phenylacetic acid and its esters, with Mimosa, Labdanum and the conventional Acetophenone-derivatives, and it is, incidentally, very interesting in YlangYlang.

Synthesis Reference(s)

Journal of the American Chemical Society, 100, p. 2226, 1978 DOI: 10.1021/ja00475a040
The Journal of Organic Chemistry, 47, p. 3311, 1982 DOI: 10.1021/jo00138a021

General Description

3,5,5-Trimethyl-2-cyclohexen-1-ol undergoes oxidation in the presence of palladium on activated charcoal under an ethylene atmosphere to yield the corresponding carbonyl compound.

Synthesis

3,5,5-Trimethyl-2-cyclohexen-1-ol is prepared (several methods) e. g. from isoPhorone by controlled hydrogenation. It has also been prepared from 3,3-Dimethyl cyclohexanol.