In nucleophilic acyl substitution, addition to the carbonyl by a nucleophile is followed by loss of the leaving group. O loss of the leaving group is followed by rearrangement of the carbocation. ester hydrolysis is followed by deprotonation. O protonation of the carbonyl is followed immediately by loss of the leaving grou O an SN2 reaction occurs.

In nucleophilic acyl substitution, addition to the carbonyl by a nucleophile is followed by loss of the leaving group. O loss of the leaving group is followed by rearrangement of the carbocation. ester hydrolysis is followed by deprotonation. O protonation of the carbonyl is followed immediately by loss of the leaving grou O an SN2 reaction occurs.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Section21.SE: Something Extra

Problem 81AP

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