Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 13, Problem 1PP
Interpretation Introduction

Interpretation: The product formed after reaction of cyclohexane in the presence of NBS and R2O2 is to be determined.

Concept introduction:

NBS is an oxidizing agent. The most common use of NBS is allylic bromination.

Chemical reaction in the presence of a free radical is called as free radical reaction.

Molecules that have one unpaired electron are called free radicals.

R2O2 is used for chain initiation. The bond of oxygen–oxygen atom in R2O2 is weak, and breaks easily. Each oxygen gets single electron. Free radicals are formed.

Expert Solution & Answer
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Answer to Problem 1PP

Solution:

Organic Chemistry, Chapter 13, Problem 1PP , additional homework tip  1

Explanation of Solution

Given information:

Organic Chemistry, Chapter 13, Problem 1PP , additional homework tip  2

The reaction in the presence of NBS and R2O2 is a free radical substitution reaction. A chemical reaction in the presence of a free radical is called as free radical reaction. Molecules that have one unpaired electron are called as free radicals. NBS is an oxidizing agent. It provides low concentration of bromine. The most common use of NBS is allylic bromination.

Allylic bromination is a free radical substitution reaction in which removal of hydrogen atom on carbon adjacent to a double bond with bromine.

Free radical substitution reaction takes place in the presence of NBS and R2O2.

The structure of 3-bromocyclohexence is as follows:

Organic Chemistry, Chapter 13, Problem 1PP , additional homework tip  3

Conclusion

The product formed after free radical substitution is 3-bromocyclohexence.

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Organic Chemistry

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