Pinane
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Pinane describes a pair of isomeric hydrocarbons. The isomers, actually
diastereomer In stereochemistry, diastereomers (sometimes called diastereoisomers) are a type of stereoisomer. Diastereomers are defined as non-mirror image, non-identical stereoisomers. Hence, they occur when two or more stereoisomers of a compound have di ...
s, are both chiral. They are the cis and trans isomers arising from the
hydrogenation Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or Saturated ...
of the
terpene Terpenes () are a class of natural products consisting of compounds with the formula (C5H8)n for n ≥ 2. Terpenes are major biosynthetic building blocks. Comprising more than 30,000 compounds, these unsaturated hydrocarbons are produced predomi ...
s
pinene Pinene is a collection of unsaturated bicyclic monoterpenes. Two geometric isomers of pinene are found in nature, α-pinene and β-pinene. Both are chiral. As the name suggests, pinenes are found in pines. Specifically, pinene is the major comp ...
. Both isomers undergo reaction with air (
autoxidation Autoxidation (sometimes auto-oxidation) refers to oxidations brought about by reactions with oxygen at normal temperatures, without the intervention of flame or electric spark. The term is usually used to describe the gradual degradation of organi ...
) to give 2-pinane hydroperoxides. Partial reduction of these isomers gives
2-pinanol 2-Pinanol is a pair of isomeric organic compounds consisting of bicyclic terpenoid. They are obtained from the terpene pinene. Both cis and trans isomers exist. Both are chiral They are produced by hydrogenation of corresponding ''cis''- and ''t ...
. Pyrolysis of pinane gives dimethyl octadienes.{{cite journal , doi=10.2533/chimia.2021.780 , title=From Pine to Perfume , date=2021 , last1=Sagorin , first1=Gilles , last2=Cazeils , first2=Emmanuel , last3=Basset , first3=Jean-François , last4=Reiter , first4=Maud , journal=CHIMIA , volume=75 , issue=9 , pages=780–787 , pmid=34526184 , doi-access=free


References

Monoterpenes Cyclobutanes Cyclohexanes