3-Carene Explained

3-Carene is a bicyclic monoterpene consisting of fused cyclohexene and cyclopropane rings. It occurs as a constituent of turpentine, with a content as high as 42% depending on the source. Carene has a sweet and pungent odor,[1] best described as a combination of fir needles, musky earth, and damp woodlands.[2]

A colorless liquid, it is not soluble in water, but miscible with fats and oils.[1] It is chiral, occurring naturally both as the racemate and enantio-enriched forms.

Reactions and uses

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.

Because carene can be found in cannabis naturally, it can also be found in cannabis distillates. Greater concentrations of carene in a distillate give it an earthier taste and smell.[3] 3-Carene is also present in mango, giving the fruit a characteristic pine-like flavor and aroma.

References

  1. Book: . 12th . 1996 . 1885 . 300.
  2. Mediavilla, Vito, Simon Steinemann, Essential oil of Cannabis sativa L. strains. Journal of the International Hemp Association, 1997, 4(2):80-82.
  3. Web site: What is Delta 3 Carene? . ionizationlabs.com . Ionization Labs . 6 August 2020.