ORGANIC CHEMISTRY - LOOSELEAF W/CONNECT
ORGANIC CHEMISTRY - LOOSELEAF W/CONNECT
6th Edition
ISBN: 9781266060144
Author: SMITH
Publisher: MCG
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Chapter 25, Problem 45P
Interpretation Introduction

(a)

Interpretation: The formation of both the isomeric products from the starting material by a sigmatropic rearrangement involving a CH bond is to be shown.

Concept introduction: In the sigmatropic rearrangement, the rearrangement of pi bond and the breaking of sigma bond take place. This results in the generation of new sigma bond in the product. In this type of rearrangement, the number of pi bonds remains constant in the reactant as well as in the product.

Interpretation Introduction

(b)

Interpretation: The reasons as to why 2methylcyclopenta1,3diene is not formed directly from 5methylcyclopenta1,3diene by a [1,3] rearrangement.

Concept introduction: In the sigmatropic rearrangement, the rearrangement of pi bond and the breaking of sigma bond take place. This results in the generation of new sigma bond in the product. In this type of rearrangement, the number of pi bonds remains constant in the reactant as well as in the product.

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