Abstract
The photochemical and thermal behaviour of cyclic olefins like p-mentha-1,3,8-triene ( 2) and structural related p-mentha-1,3- and -1,4-dienes under the influence of oxygen have been investigated. Dehydration, ring opening, (4+2)-cycloaddition of singlet oxygen 1 and dimerization were observed as concurring mechanisms. The photochemical and thermal dehydrogenation of α-terpinene ( 1), α-phellandrene ( 3), γ-terpinene ( 4) and p-mentha-1,3,8-triene ( 2) leads to p-cymene ( 5) and p-cymenene ( 6), respectively. The mechanism of this aromatization reaction will be discussed in this paper.
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