3,3,5-Trimethylcyclohexanol

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.

3,3,5-Trimethylcyclohexanol

Names
IUPAC name 3,3,5-trimethylcyclohexan-1-ol
Other names Homomenthol
Identifiers
CAS Number	116-02-9 trans: 767-54-4 cis: 933-48-2
3D model (JSmol)	Interactive image
Beilstein Reference	2203314
ChEBI	CHEBI:59065
ChEMBL	ChEMBL3186608
ChemSpider	7997
ECHA InfoCard	100.003.748
EC Number	204-122-7 trans: 212-183-6 cis: 213-268-0
PubChem CID	8298
UNII	08CL3G94GH
CompTox Dashboard (EPA)	DTXSID9041815
InChI 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
SMILES CC1CC(CC(C1)(C)C)O
Properties
Chemical formula	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 pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H412
GHS precautionary statements	P264, P273, P280, P302+352, P305+351+338, P321, P332+313, P337+313, P362, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• Cyclandelate
• VP (nerve agent)
• Homosalate

References

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.