Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 20, Problem 55DSP
Interpretation Introduction

Interpretation:

The reaction which occurs at the fastest rateis to be determined.

Concept Introduction:

The rate of nucleophilic acyl substitution is similar for thioesters and oxoesters.

When the nucleophile is an amine, thioesters are much more reactive than oxoesters.

The S-C=O is less stabilized than the O-C=O group.

Sulfur does not act as an electron pair donor to the oxygen and the carbonyl group.

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