Abstract
An equal molar mixture of bicyclic terpene hydrocarbons such as 2-pinene (1), 2 (10) -pinene (2), camphene (3), bornylene (4), tricyclene (5) or 3-carene (6), and halogenated acetic acid (monochloro-, dichloro-or trichloroacetic acid) in dichloroethane or benzene was passed through a glass tube packed with a cation exchange resin. By this treatment both (1) and (2) yielded the following four alcohols; 1-β-fenchyl alcohol (7), isoborneol (8), n-borneol (9) and α-terpineol (10). Under a elected condition, the hydration products were (7), (8) and (8) in the ratio of 21 : 78 : 1.
In contrast, the hydration of (3), (4) or (5) gave a single product, isoborneol (7), and the hydration also of (6) gave a single product, α-terpineol (10).
