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Reactions in the terpine series 1. Hydration of -pinene

Reactions in the terpine series 1. Hydration of -pinene

Helv Chim Acta 46(3): 1089-1096

As primary reaction products of the acid catalysed transformation of [alpha]-1-pinene in aqueous acetone, the following alcohols and terpenes were found [alpha]-terpineol, borneol, fenchyl alcohol, one unidentified alcohol, and limonene, terpinolene, camphene, and [beta]-pinene. The reaction is considered to proceed through 3 independent routes, the solvolysis of [alpha]-pinene to alcohols, its isomerisation to carbonium ions giving rise to p-menthadienes and [beta]-pinene, and - perhaps - its transformation into a "non-classical bridged carbonium ion" yielding camphene and derivatives.

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Accession: 025346243

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