Ocimene

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.

Ocimene

α-Ocimene
cis-β-Ocimene
trans-β-Ocimene
Names
IUPAC names α: (3E)-3,7-Dimethylocta-1,3,7-triene cis-β: (3Z)-3,7-Dimethylocta-1,3,6-triene trans-β: (3E)-3,7-Dimethylocta-1,3,6-triene
Identifiers
CAS Number	502-99-8 (α) Y 3338-55-4 (cis-β) Y 3779-61-1 (trans-β) Y
3D model (JSmol)	Interactive image
ChemSpider	4478389 (α) Y
ECHA InfoCard	100.034.205
PubChem CID	5320249 (α)
UNII	ESJ648Z6YA Y 472UVP4R7T (cis-β) Y 38BQ4UYY06 (trans-β) Y
InChI InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,8H,1-2,6-7H2,3-4H3/b10-8+ Y Key: XJPBRODHZKDRCB-CSKARUKUSA-N Y InChI=1/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,8H,1-2,6-7H2,3-4H3/b10-8+ Key: XJPBRODHZKDRCB-CSKARUKUBE
SMILES C=C\C(=C\CCC(=C)C)C
Properties
Chemical formula	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 YN ?) Infobox references

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^[4] from the Ancient Greek word for basil, ὤκιμον (ṓkimon).