Abstract
(+)-1,2-Epoxy-1,2-dihydrochrysene, a major initial mammalian metabolite of chrysene, has been synthesised and assigned the configuration (1R, 2S). Kinetic studies on the spontaneous thermal racemization of (+)-1,2-epoxy-1,2-dihydrochrysene gave a barrier to racemization (Ea) of 24.8 kcal mol–1. The kinetic results and activation parameters support a thermal racemization mechanism involving an oxepin intermediate.
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