3,3,5-Trimethylcyclohexanol

3,3,5-Trimethylcyclohexanol
Names
IUPAC name
3,3,5-trimethylcyclohexan-1-ol
Other names
Homomenthol
Identifiers
3D model (JSmol)
2203314
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.748 Edit this at Wikidata
EC Number
  • 204-122-7
  • trans: 212-183-6
  • cis: 213-268-0
UNII
  • InChI=1S/C9H18O/c1-7-4-8(10)6-9(2,3)5-7/h7-8,10H,4-6H2,1-3H3
    Key: BRRVXFOKWJKTGG-UHFFFAOYSA-N
  • CC1CC(CC(C1)(C)C)O
Properties
C9H18O
Molar mass 142.242 g·mol−1
Density 0.878 at 20 °C
Melting point 37.0 °C (98.6 °F; 310.1 K)
Boiling point 198 °C (388 °F; 471 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H412
P264, P273, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3,3,5-Trimethylcyclohexanol is a precursor to the vasodilator cyclandelate, the sunscreen component homosalate and the VP nerve agent.[1][2] It can be synthesized by hydrogenation of isophorone.[3] It has a mint flavour.

  1. ^ Bell, GD; Clegg, RJ; Ellis, WR; Middleton, B; White, DA (January 1984). "The effects of 3,5,5-trimethylcyclohexanol on hepatic cholesterol synthesis, bile flow and biliary lipid secretion in the rat". British Journal of Pharmacology. 81 (1): 183–7. doi:10.1111/j.1476-5381.1984.tb10759.x. PMC 1986967. PMID 6704580.
  2. ^ "3-Pyridyl phosphonates". US3903098A.
  3. ^ "Fragrance raw materials monographs". Food and Cosmetics Toxicology. 12 (7–8): 1007. December 1974. doi:10.1016/0015-6264(74)90227-2.