3,3,5-trimethylcyclohexanol

Structural formula
	Structural formula without stereochemistry
General
Surname	3,3,5-trimethylcyclohexanol
other names	3,3,5-trimethylcyclohexyl alcohol; Homomenthol; Dihydroisophrol; 3,3,5-trimethylcyclohexan-1-ol; TRIMETHYLCYCLOHEXANOL ( INCI ) ;
Molecular formula	C 9 H 18 O
Brief description	colorless solid with an aromatic odor
External identifiers / databases
EC number	204-122-7
ECHA InfoCard	100.003.748
PubChem	8298
ChemSpider	7997
Wikidata	Q27126431
properties
Molar mass	142.24 g mol −1
Physical state	firmly
density	0.88 g cm −3 ; 0.90 g cm −3 (cis); 0.86 g cm −3 (trans);
Melting point	30-32 ° C ; 37.3 ° C (cis); 55.8 ° C (trans);
boiling point	198 ° C; 202 ° C (cis); 189 ° C (trans);
Vapor pressure	13 hPa (60 ° C)
solubility	sparingly soluble in water (1.8 g l −1 at 20 ° C); soluble in ethanol, ether and chloroform;
Refractive index	1.4550 (cis at 20 ° C) * 37.3 ° C (cis)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 319-335
	P: 262-304 + 340-305 + 351 + 338
Toxicological data	3250 mg kg −1 ( LD 50 , rat , oral ) ; 2800 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

3,3,5-Trimethylcyclohexanol is a mixture of several stereoisomeric chemical compounds from the group of alcohols .

Extraction and presentation

3,3,5-trimethylcyclohexanol, by hydrogenation of isophorone a in the presence of ruthenium catalyst are recovered.

properties

3,3,5-Trimethylcyclohexanol is a flammable, difficult to ignite, crystalline, colorless solid with an aromatic odor, which is sparingly soluble in water.

use

3,3,5-Trimethylcyclohexanol is used as a flavoring substance with a menthol-like character and as a starting material for the production of homomenthyl salicylate (3,3,5-trimethylcyclohexyl salicylate), which is used as a UV filter.

safety instructions

The vapors of 3,3,5-trimethylcyclohexanol can form an explosive mixture with air ( flash point 74 ° C, ignition temperature 375 ° C).

Individual evidence

↑ Entry on TRIMETHYLCYCLOHEXANOL in the CosIng database of the EU Commission, accessed on June 22, 2020.
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m entry on 3,3,5-trimethylcyclohexanol in the GESTIS substance database of the IFA , accessed on August 18, 2018(JavaScript required) .
↑ ^a ^b ^c ^d ^e ^f ^g ^h Lide: 1998 Freshman Achievement Award . CRC Press, 1998, ISBN 978-0-8493-0594-8 , pp. 658 ( limited preview in Google Book search).
↑ ^a ^b Google Patents: US20030109756A1 - Process for the preparation of 3,3,5-trimethylcyclohexanol - Google Patents , accessed August 18, 2018

[CosIng-1] Entry on TRIMETHYLCYCLOHEXANOL in the CosIng database of the EU Commission, accessed on June 22, 2020.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m entry on 3,3,5-trimethylcyclohexanol in the GESTIS substance database of the IFA , accessed on August 18, 2018(JavaScript required) .

[Lide-3] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Lide: 1998 Freshman Achievement Award . CRC Press, 1998, ISBN 978-0-8493-0594-8 , pp. 658 ( limited preview in Google Book search).

[google.com-4] Google Patents: US20030109756A1 - Process for the preparation of 3,3,5-trimethylcyclohexanol - Google Patents , accessed August 18, 2018