Chemistry:Pinane

From HandWiki

Pinane describes a pair of isomeric hydrocarbons. The isomers, actually diastereomers, are both chiral. They are the cis and trans isomers arising from the hydrogenation of the terpenes pinene. Both isomers undergo reaction with air (autoxidation) to give 2-pinane hydroperoxides.[1] Partial reduction of these isomers gives 2-pinanol.[2] Pyrolysis of pinane gives dimethyloctadienes.[3]

Formation of dimethyloctadienes


References

  1. Erman, Mark B.; Kane, Bernard J. (2008). "Chemistry Around Pinene and Pinane: A Facile Synthesis of Cyclobutanes and Oxatricyclo-Derivative of Pinane from cis- and trans-Pinanols". Chemistry & Biodiversity 5 (6): 910–919. doi:10.1002/cbdv.200890104. PMID 18618388. 
  2. Eggersdorfer, Manfred (2000). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_205. 
  3. Sagorin, Gilles; Cazeils, Emmanuel; Basset, Jean-François; Reiter, Maud (2021). "From Pine to Perfume". CHIMIA 75 (9): 780–787. doi:10.2533/chimia.2021.780. PMID 34526184.