Epoxyethers. IV. Mechanism of the Opening of an Epoxyether with an Organic Acid1

CL Stevens, SJ Dykstra

Index: Stevens; Dykstra Journal of the American Chemical Society, 1953 , vol. 75, p. 5975,5977

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Citation Number: 14

Abstract

The purpose of this investigation was the determination of the mechanism of the reaction of organic acids with epoxyethers. The results indicated that in the example studied the organic acid opened the oxide ring of the epoxyether I by initial attack at the carbon atom (C,) holding the two oxygen functions to give the ester of a hemiketal (11). This ester when heated or dissolved in an organic solvent, was converted to the ketoester IIIa.