Iminium-ion formation and deuterium exchange by acetone in the presence of pyrrolidine, pyrazolidine, Isoxazolidine, and their acyclic analogs

J Hine, RA Evangelista

Index: Hine, Jack; Evangelista, Ramon A. Journal of the American Chemical Society, 1980 , vol. 102, # 5 p. 1649 - 1655

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Citation Number: 14

Abstract

Abstract: Equilibrium constants for iminium-ion formation in the reaction of acetone in aqueous solution at 35" C with pyrazolidinium, isoxazolidinium, 0, N- dimethylhydroxylammonium, and N, N'-dimethylhydrazinium ions were found to be 9.33, 8.96, O. 1 17, and 0.057 MI, respectively. The kinetics of hydrolysis of the iminium ions were studied in every case except that of the N-isopropylidene-0. N- ...