Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 14, Problem 14.52P
Interpretation Introduction

Interpretation:

Why alternating single and double bonds in the given hypothetical molecule are not considered to be conjugated is to be explained.

Concept introduction:

For alternating single and double bonds to be conjugated, the p orbitals of the double bonds must be parallel to each other. If the p orbitals are not parallel, then the overlap is too small for the double bonds to be considered conjugated.

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Although the hypothetical molecule shown here has alternating single and double bonds, those double bonds are not considered to be conjugated. Why not?
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Chapter 14 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

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