Ocimene

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Ocimene
Alpha-ocimene.svg
α-Ocimene
(Z)-beta-Ocimene.svg
cis-β-Ocimene
(E)-beta-ocimene.svg
trans-β-Ocimene
Names
IUPAC names
α: cis-3,7-dimethyl-1,3,7-octatriene
cis-β: (Z)-3,7-dimethyl-1,3,6-octatriene
(E)-β: trans--3,7-dimethyl-1,3,6-octatriene
Identifiers
502-99-8 (α) YesY
3338-55-4 (cis-β) N
3779-61-1 (trans-β) N
ChemSpider 4478389 (α) YesY
Jmol 3D model Interactive image
PubChem 5320249 (α)
Properties
C10H16[1]
Molar mass 136.24 g/mol
Density 0.800 g/cm3
Melting point 50 °C (122 °F; 323 K)
Boiling point mix of isomers: 100 °C at 70 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Ocimenes are a group of isomeric hydrocarbons. The ocimenes are monoterpenes found within a variety of plants and fruits. α-Ocimene and the two β-ocimenes differ in the position of the isolated double bond: it is terminal in the alpha isomer. α-Ocimene is cis-3,7-dimethyl-1,3,7-octatriene. β-Ocimene is trans-3,7-dimethyl-1,3,6-octatriene. β-Ocimene exists in two stereoisomeric forms, cis and trans, with respect to the central double bond. The ocimenes are often found naturally as mixtures of the various forms. The mixture, as well as the pure compounds, are oils with a pleasant odor. They are used in perfumery for their sweet herbal scent, and are believed to act as plant defense and have anti-fungal properties.[2] Like the related acyclic terpene myrcene, ocimenes are unstable in air.[3] Like other terpenes, the ocimenes are nearly insoluble in water, but soluble in common organic solvents.

The name is derived from the plant genus name Ocimum.[citation needed]

References[edit]

  1. ^ "CID 5281553 -- PubChem Compound Summary". Retrieved 2008-02-17. 
  2. ^ SCLabs, Beyond Aroma: Terpenes in cannabis
  3. ^ Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim. doi: 10.1002/14356007.a11_141