Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 8.7, Problem BQ
Interpretation Introduction

Interpretation:

The reason for the stabilization of radical formed in the reaction of the red CH bond with oxygen has to be identified.

Concept introduction:

Autoxidation involves reaction of a CH bond, (usually allylic one) with oxygen under radical initiation condition. The product is a hydroperoxide.

Mechanism involves a radical chain process in which resonance-delocalized allylic radical intermediates reacts with molecular oxygen to give peroxy radical that continues the radical chain.

Major product is more substituted double bond.

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