ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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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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