Fenchol

Fenchol or 1,3,3-trimethyl-2-norbornanol is a monoterpenoid and an isomer of borneol. It is a colorless or white solid. It occurs widely in nature.

Quick facts Names, Identifiers ...

Fenchol^[1]

(1R)-endo-(+)-Fenchol
Names
IUPAC name (1R,2R,4S)-1,3,3-Trimethyl-2-norbornanol
Other names Fenchyl alcohol
Identifiers
CAS Number	1632-73-1 (unspecified isomer) Y 2217-02-9 ((1R)-endo-(+))
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL3188732
ChemSpider	14665
ECHA InfoCard	100.015.127
EC Number	216-639-5
PubChem CID	15406 (unspecified isomer) 6997371 ((1R)-endo-(+))
UNII	410Q2GK1HF
CompTox Dashboard (EPA)	DTXSID1041970
InChI InChI=1S/C10H18O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m0/s1 Key: IAIHUHQCLTYTSF-OYNCUSHFSA-N
SMILES CC1(C2CCC(C2)(C1O)C)C
Properties
Chemical formula	C10H18O
Molar mass	154.253 g·mol−1
Density	0.942 g/cm3
Melting point	39 to 45 °C (102 to 113 °F; 312 to 318 K)
Boiling point	201 °C (394 °F; 474 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Close

The naturally occurring enantiomere (1R)-endo-(+)-fenchol is used extensively in perfumery. Fenchol gives basil its characteristic scent,^[2][3] and comprises 15.9% of the volatile oils of some species of Aster.^[4]

It is biosynthesized from geranyl pyrophosphate via isomerization to linalyl pyrophosphate.^[5]

Oxidation of fenchol gives fenchone.