Hydrolysis of trimethyl orthocyclopropanecarboxylate: a change in rate-determining step

…, Y Chiang, AJ Kresge, MA McKinney

Index: Burt, R. A.; Chiang, Y.; Kresge, A. J.; McKinney, M. A. Journal of the American Chemical Society, 1982 , vol. 104, # 13 p. 3685 - 3687

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Citation Number: 4

Abstract

Abstract: The rate constant for the hydronium ion catalyzed hydrolysis of trimethyl orthocyclopropanecarboxylate measured in dilute aqueous HC1, kH+= 5300 M-'sl, was found to be different from that measured in buffer solutions at pH 6-8, kH+= 81 000 MI SKI. This difference is similar to that observed before for cyclic ortho esters and is taken as evidence for a change in reaction mechanism from rate-determining conversion of ortho ...

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