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3-Carene

Car-3-ene

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, best described as a combination of fir needles, musky earth, and damp woodlands.

A colorless liquid, it is not water-soluble, but miscible with fats and oils. 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-Carene is also present in mango, giving the fruit a characteristic pine-like flavor and aroma.

References

References

  1. {{GESTIS
  2. (2005). "Terpenes".
  3. (1996). "[[Merck Index]]".
  4. Mediavilla, Vito, Simon Steinemann, Essential oil of Cannabis sativa L. strains. Journal of the International Hemp Association, 1997, 4(2):80-82.
  5. "What is Delta 3 Carene?". Ionization Labs.
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flavors cyclohexenes monoterpenes bicyclic-compounds cyclopropanes sweet-smelling-chemicals wood-extracts
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