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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The electrons flow from the electron-rich atoms of the nucleophile to the electrons poor atoms of the alkyl halide. Identify the electron rich in the nucleophile. Enter the element symbol only, do not include any changes.
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