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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Homolysis of the indicated C–H bond in propene forms a resonancestabilized radical. a.Draw the two possible resonance structures for this radical. b.Use half-headed curved arrows to illustrate how one resonance structure can be converted to the other. c. Draw a structure for the resonance hybrid.
Consider this nucleophilic substitution reaction. Part: 0/2 +:CEN: Part 1 of 2 Highlight the electrophilic carbon in red, and highlight the leaving group in blue. Highlight the atom in the nucleophile that will attack the electrophilic center in green. Only atoms need to be highlighted and not the lone pairs or formal charges. + :CEN: G
Are there more than 4 resonance structures?
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