Piperitone epoxide

Contains 1.0-3.5% (usually 1.5-2.5%) volatile oil composed mainly of /-pulegone, isopulegone, diosphenol (buchu camphor), V /-diosphenol, /-isomenthone, t/-menthone, /-limonene, 8-mercapto-/)-menthan-3-one, 8--acetylthio-/)-menthan-3-one, and piperitone epoxide, among more than 100 other identified minor compounds presence of piperitone epoxide disputed. Relative proportions of pulegone and diosphenols vary considerably in commercial oils. In general, round buchu (A. betulina) leaf yields oils with high... 

More typically, mixtures of products are formed. Terpene epoxides that have been subjected to ZnBr2-catalyzed rearrangement include the oxiranes derived from limonene, carvomenthene, other pinenes, 2,3-carvene, pulegone and piperitone. ZnCh is rarely employed, but has been compared with AICI3 in a study involving sever epoxides. In most instances there appears to be no evidence for special advantages of zinc halides compared with other more commonly used Lewis acids. 

Gyanchandani [85] has thus chromatographed caraway seed oil and dill oil under standard conditions and determined the position of the limonene epoxide (1,2) which had been formed by autoxidation of limonene. Nigam, Sahasrabudhe and Levi [185] have detected piperitone oxide in peppermint oils in a similar way. Attention has been drawn repeatedly to the bisabolene oxides I, II and III along with chamazulene in the assessment of camomile oils [78, 224, 305, 306]. 

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