Pinocarveol

Pinocarveol is an organic compound with the formula C10H16O. It is a bicyclic monoterpenoid, which is a combination of two isoprene units with one hydroxyl group as a substituent. It exists as either trans- or cis-pinocarveol, referring to stereochemical orientation of the oxygen as compared to the methylene bridge. It is a naturally occurring molecule in numerous plant species including Eucalyptus globulus and Picea abies. Pinocarveol is found in a variety of essential oils.

Pinocarveol
cis-Pinocarveol
trans-Pinocarveol
Names
IUPAC name
6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-ol
Other names
6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptan-3-ol
10-pinen-3-ol
Isopinocarveol
(1S,3R,5S)-2(10)-Pinen-3-ol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.025.187
UNII
  • InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3
    Key: LCYXQUJDODZYIJ-UHFFFAOYSA-N
  • (cis): InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9-/m1/s1
    Key: LCYXQUJDODZYIJ-HRDYMLBCSA-N
  • (trans): InChI=1S/C10H16O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-9,11H,1,4-5H2,2-3H3/t7-,8+,9-/m0/s1
    Key: LCYXQUJDODZYIJ-YIZRAAEISA-N
  • CC1(C2CC1C(=C)C(C2)O)C
  • (cis): CC1(C)[C@H]2C[C@@H]1C[C@@H](O)C2=C
  • (trans): CC1(C)[C@@H]2C[C@H]1C[C@H](O)C2=C
Properties
C10H16O
Molar mass 152.237 g·mol−1
Appearance Light yellow viscous liquid
Odor woody
Density 0.9730 g/cm3
Boiling point 217 °C (423 °F; 490 K)
insoluble in water
Solubility soluble in ethanol, soluble in oils
Hazards
NFPA 704 (fire diamond)
0
2
0
Flash point 90.1°C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.