Pushing Electrons
Pushing Electrons
4th Edition
ISBN: 9781133951889
Author: Weeks, Daniel P.
Publisher: Cengage Learning
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Chapter 3, Problem 13EQ
Interpretation Introduction

Interpretation:

The leaving group in the given molecule is to be determined in order identify the positively charged and neutral fragments produced during mechanism.

Concept Introduction:

Heterolytic cleavage of sigma bond occurs under a variety of conditions. The mechanism of bond cleavage is as shown below,

Pushing Electrons, Chapter 3, Problem 13EQ , additional homework tip  1

The arrow in the above mechanism indicates that the sigma electrons form A-B bond are leaving A and becoming the exclusive property of B. Since the fragment A is formally losing one electron, it must become positively charged and B must become negatively charged since it gains an electron.

Often, heterolytic cleavage occurs from a charged intermediate that was formed in a previous step. The process is the same, but the charge on the products is different.

Pushing Electrons, Chapter 3, Problem 13EQ , additional homework tip  2

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