ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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Chapter 7, Problem 40P
Interpretation Introduction

Interpretation:A reasonable rate expression corresponding to chlorination of methane reaction should be proposed.

Concept introduction:The mechanism for monochlorination comprises of three stages illustrated as follows:

Step 1- Initiation via homolytic cleavage of ClCl bond: Cl2 initiates the reaction; undergoes homolysis to yield chlorine radicals. Energy for homolytic cleavage is provided by the heat or ultraviolet light.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 40P , additional homework tip  1

Step 2: Propagation: In the first of the propagation steps Cl·

radical generated from step 1 abstracts hydrogen radical from methane as follows:

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 40P , additional homework tip  2

In subsequent propagation step chloromethyl radical abstracts Cl· radical from another Cl2 , and liberates dichloromethane and new Cl· radical.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 40P , additional homework tip  3

Step3: Termination: Radicals generated in propagation steps get quenched upon the combination with one another. Thus termination steps are essentially the radical− radical combination illustrated as follows:

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 40P , additional homework tip  4

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