Misplaced Pages

Citronellol

Article snapshot taken from[REDACTED] with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.

This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 16:32, 7 August 2011 (Updating {{chembox}} (changes to verified and watched fields - updated 'DrugBank_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report errors or [[user t). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 16:32, 7 August 2011 by CheMoBot (talk | contribs) (Updating {{chembox}} (changes to verified and watched fields - updated 'DrugBank_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report errors or [[user t)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff)
Citronellol
Citronellol
Citronellol
(+)-Citronellol (left) and (-)-citronellol
Names
IUPAC name 3,7-Dimethyloct-6-en-1-ol
Other names (±)-β-Citronellol;
3,7-Dimethyl-6-octen-1-ol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.069 Edit this at Wikidata
KEGG
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3Key: QMVPMAAFGQKVCJ-UHFFFAOYSA-N
  • InChI=1/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3/t10-/m1/s1Key: QMVPMAAFGQKVCJ-SNVBAGLBBU
  • InChI=1/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3Key: QMVPMAAFGQKVCJ-UHFFFAOYAO
SMILES
  • OCC(CC/C=C(/C)C)C
  • C\C(C)=C\CCC(C)CCO
Properties
Chemical formula C10H20O
Molar mass 156.27 g/mol
Density 0.855 g/cm
Boiling point 225 °C (437 °F; 498 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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 found in the oils of rose (18-55%) and Pelargonium geraniums.

Citronellol is used in perfumes and insect repellents, and as a mite attractant. It is also a raw material for the production of rose oxide. The United States FDA considers citronellol as generally recognized as safe (GRAS) for food use. Citronellol should be avoided by people with perfume allergy.

See also

References

  1. Lawless, J., The Illustrated Encyclopedia of Essential Oils ISBN 1-85230-661-0
  2. Taylor WG, Schreck CE. (1985). "Chiral-phase capillary gas chromatography and mosquito repellent activity of some oxazolidine derivatives of (+)- and (-)-citronellol". J Pharm Sci. 74 (5): 534–539. doi:10.1002/jps.2600740508. PMID 2862274.
  3. ^ US EPA Citronellol Fact Sheet
  4. Survey and health assessment of chemical substances in massage oils

Categories:
Citronellol Add topic