Mechanisms of ring opening of oxirans by acids in aqueous and non-aqueous solvents

Abstract
The kinetics of the ring opening of oxirans mainly by halogen acids in aqueous and non-aqueous solvents have been studied. Rate measurements and product proportions show that straightforward A1 or A2 mechanisms are insufficient to explain the facts. An ion-pair intermediate is proposed which rationalises many of the data.

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