Chemistry:Pinocarvone

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Pinocarvone is a terpenoid. Structurally, it is a bicyclic ketone.

Occurrence

hyssop plant

Pinocarvone is an important component in the essential oils of Eucalyptus globulus.[1] It is also found at a few percent in essential oils of other eucalyptus species.[2] In several studies, it has been detected as a component of 25% or even 36% in hyssop oil.[3]

Pinocarvone is also present in the pheromone of the Western Pine Beetle (Dendroctonus brevicomis) along with frontalin, verbenone, and myrtenol.[4]

Properties and reactions

Under the influence of light or heat, pinocarvone polymerizes by reaction of its double bond to form a resin. Polymerization can also be carried out deliberately, for example by heating the compound in anisole.[1]

References

  1. ↑ 1.0 1.1 Wilhelm Treibs, Harry Schmidt (May 1949), "Über das polymere Pinocarvon", Chemische Berichte 82 (3): 218–224, doi:10.1002/cber.19490820310 
  2. ↑ Jorge A. Pino, Rolando Marbot, Rolando Quert, Humberto García (January 2002), "Study of essential oils of Eucalyptus resinifera Smith, E. tereticornis Smith and Corymbia maculata (Hook.) K. D. Hill & L. A. S. Johnson, grown in Cuba", Flavour and Fragrance Journal 17 (1): 1–4, doi:10.1002/ffj.1026 
  3. ↑ Hakan Özer, Fikrettin Şahin, Hamdullah Kılıç, Medine Güllüce (January 2005), "Essential oil composition of Hyssopus officinalis L. subsp. angustifolius (Bieb.) Arcangeli from Turkey", Flavour and Fragrance Journal 20 (1): 42–44, doi:10.1002/ffj.1421 
  4. ↑ L.M. Libbey, M.E. Morgan, T.B. Putnam, J.A. Rudinsky (August 1974), "Pheromones released during inter- and intra-sex response of the scolytid beetle Dendroctonus brevicomis", Journal of Insect Physiology 20 (8): 1667–1671, doi:10.1016/0022-1910(74)90095-X, PMID 4853618, Bibcode: 1974JInsP..20.1667L