Abstract
AbstractWe have studied the reactions of alkylperoxy radicals with olefins in an inert solvent and atmosphere. The peroxy radicals react by addition to the double bond, mainly leading to epoxide formation, and by abstraction of allylic hydrogen, followed by termination between allyl and peroxy radicals. Relative and absolute rate constants at 120°C have been determined of the reactions of tert‐butylperoxy radicals with 2,3‐dimethyl‐2‐butene, 1‐hexene, α‐methylstyrene, propene, 3,3‐dimethyl‐1‐butene and styrene, and of α‐cumylperoxy radicals with 3,3‐dimethyl‐1‐butene.We have found that for olefins having allylic hydrogen the abstraction/addition ratio determines the efficiency as well as the rate of epoxide formation, whereas substantial epoxide formation from olefins lacking easily abstractable hydrogen atoms can be expected only if the double bond is sufficiently reactive to suppress the reactions between the peroxy radicals.
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