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(±)-β-citronellol

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EntityQ27122080· pop 24· linked from 218 articles

(±)-β-citronellol

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Also known as 2,3-Dihydrogeraniol, Elenol, Cephrol, beta-Citronellol, 3,7-Dimethyl-6-octen-1-ol, 2,6-Dimethyl-2-octen-8-ol, Citronellol

Citronellol, or dihydrogeraniol, is a natural acyclic monoterpenoid. Both enantiomers occur in nature. (+)-Citronellol, which is found in citronella oils, including Cymbopogon nardus (50%), is the more common isomer. (−)-Citronellol is widespread, but particularly abundant in the oils of rose (18–55%) and Pelargonium geraniums.

Chemical data

Formula
C10H20O
Molecular weight
156.26 g/mol
IUPAC name
3,7-dimethyloct-6-en-1-ol
SMILES
CC(CCC=C(C)C)CCO
InChIKey
QMVPMAAFGQKVCJ-UHFFFAOYSA-N
XLogP
3.2
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

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Encyclopedic overview

5 sections
Contents
  • Preparation
  • Uses
  • Health and safety
  • See also
  • References

Citronellol, or dihydrogeraniol, is a natural acyclic monoterpenoid. Both enantiomers occur in nature. (+)-Citronellol, which is found in citronella oils, including Cymbopogon nardus (50%), is the more common isomer. (−)-Citronellol is widespread, but particularly abundant in the oils of rose (18–55%) and Pelargonium geraniums.

==Preparation== Several million kilograms of citronellol are produced annually. It is mainly obtained by partial hydrogenation of geraniol or nerol over copper chromite catalyst. Hydrogenation of both C=C bonds using a nickel catalyst gives tetrahydrogeraniol, yet another commercial fragrance.

Excerpted from Wikipedia’s “(±)-β-citronellol” article, available under the CC BY-SA 4.0 licence.