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.
G. Lamaty, R. Maleq, C. Selve, A. Sivade and J. Wylde, J. Chem. Soc., Perkin Trans. 2, 1975, 1119 DOI: 10.1039/P29750001119
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