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, Problem 8.32P

(a)

Interpretation Introduction

Interpretation:

Major product of the given reaction has to be identified.

Concept introduction:

HBr addition to alkene under radical condition:

Non-markonikov addition of HBr to alkenes occur by a radical mechanism in presence of peroxide, in which a Br· reacts with the π bond of the alkene to create a radical intermediate that H· from HBr to continue the chain process. The regioselectivity of the products is the opposite of the ordinary Markonikov addition products that form under polar conditions; hence it is useful alternative to polar addition of HBr in organic synthesis.

Organic Chemistry, Chapter 8, Problem 8.32P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:

Major product of the given reaction has to be identified.

Concept introduction:

HBr addition to alkene under radical condition:

Non-markonikov addition of HBr to alkenes occur by a radical mechanism in presence of peroxide, in which a Br· reacts with the π bond of the alkene to create a radical intermediate that H· from HBr to continue the chain process. The regioselectivity of the products is the opposite of the odinary Markonikov addition products that form under polar conditions; hence it is useful alternative to polar addition of HBr in organic synthesis.

Organic Chemistry, Chapter 8, Problem 8.32P , additional homework tip  2

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