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3-carene

Carene
Carene
Names
Preferred IUPAC name
3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.033.367
KEGG
PubChem CID
UNII
Properties
C10H16
Molar mass 136.24 g/mol
Density 0.867 g/cm3
Boiling point 168–169 °C (334–336 °F; 441–442 K) at 705 mmHg (94.0 kPa)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Carene, or delta-3-carene, is a bicyclic monoterpene consisting of fused cyclohexene and cyclopropane rings. It occurs is a constituent of turpentine, with a content as high as 42% depending on the source. Carene has a sweet and pungent odor. A colorless liquid, it is not soluble in water, but miscible with fats and oils. It is chiral, occurring naturally both as the racemate and enantio-enriched forms.

Treatment with peracetic acid gives 3,4-caranediol. Pyrolysis over ferric oxide induces rearrangement, giving p-cymene. Carene is used in the perfume industry and as a chemical intermediate.


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