Aminolysis of esters. IX. Nature of transition states in the aminolysis of phenyl acetates

TC Bruice, AF Hegarty, SM Felton…

文献索引：Bruice,T.C. et al. Journal of the American Chemical Society, 1970 , vol. 92, p. 1370 - 1378

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被引用次数: 30

摘要

Abstract: The rate constants for the HO-catalyzed hydrolysis and aminolysis (by six amines) of nine a-substituted phenyl acetates and four P-substituted phenyl propionates have been determined. Of the esters all but the a-cyanoacetate and P-nitropropionate followed the rate law u= ko=[HO-][ester] for alkaline hydrolysis. The pH-log kobsd profiles for the a- cyanoacetate and P-nitropropionate esters establish the formation of carbanions which ...