When 4-dimethylaminopyridine (DMAP) is added in catalytic amounts to acetic anhydride and an alcohol, it significantly increases the rate of ester formation. The process begins with a reaction between acetic anhydride and DMAP to form a highly reactive acetylpyridinium intermediate that is more reactive than acetic anhydride itself. For the reaction below: ii PhCH₂-OH + DMAP Write a mechanism for the step shown below, using curved arrows to show electron redistribution. Arrow-pushing Instructions N you N: HỘ—CH,Ph

When 4-dimethylaminopyridine (DMAP) is added in catalytic amounts to acetic anhydride and an alcohol, it significantly increases the rate of ester formation. The process begins with a reaction between acetic anhydride and DMAP to form a highly reactive acetylpyridinium intermediate that is more reactive than acetic anhydride itself. For the reaction below: ii PhCH₂-OH + DMAP Write a mechanism for the step shown below, using curved arrows to show electron redistribution. Arrow-pushing Instructions N you N: HỘ—CH,Ph

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 36MP: When 4-dimethylaminopyridine (DMAP) is added in catalytic amounts to acetic anhydride and an...

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