Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 20, Problem 33P
Interpretation Introduction

Interpretation: Among the given esters, the more reactive ester in nucleophilic acyl substitution is to be predicted.

Concept introduction: Carboxylic acid derivatives undergo nucleophilic acyl substitutions on the carbonyl groups. The first step is the attack of nucleophile on the carbonyl carbon and then loss of leaving group. The better the leaving group, the higher is the reactivity of carbonyl compounds.

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Which ester, C or D, is more reactive in nucleophilic acyl substitution?Explain your reasoning.
d) Explain why A is less reactive than B towards a nucleophilic attack. H. A B
Please draw the stepwise mechanism for this reaction !!
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