Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
2nd Edition
ISBN: 9780393655551
Author: KARTY, Joel
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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Please answer the question and provide a detailed drawing of the structure. If there will not be a new C – C bond, then the box under the drawing area will be checked.  Will the following reaction make a molecule with a new C – C bond as its major product:  Draw the major organic product or products, if the reaction will work. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry.

Chapter 14 Solutions

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)

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