(a) Write the propagation steps leading to the formation

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L. G. Wade Jr

Problem 2P Chapter 4

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L. G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 2P

(a) Write the propagation steps leading to the formation of dichloromethane (CH2Cl2)from chloromethane.

(b) Explain why free-radical halogenation usually gives mixtures of products.

(c) How could an industrial plant control the proportions of methane and chlorine to favor production of CCl4? To favor CH3Cl?

Step-by-Step Solution:

Solution 2P:

Here, we are going to describe about the chain mechanism for the formation of dichloromethane from chloromethane.

Step 1: (a)

Initiation:

Cl2 molecule undergoes homolysis in presence of UV light for the formation of Cl. radical

Propagation:

One hydrogen atom is pulled off from chloromethane following by the formation of  chloromethyl radical.

Step 2: (b)

Free radical halogenation reaction always substitutes the hydrogen atom by a halogen atom. It is even possible with a molecule having only one type of Hydrogen atom and that can also possible to substitute by a halogen to form a new compound.

Therefore Chlorination of methane molecule, can form different types of substituent compounds such as CH3Cl, CH2Cl2, CHCl3 and CCl4.

Thus, if a molecule contains different types of hydrogen atoms, then the chain reaction gives a mixture of possible products.

Step 2 of 2

Chapter 4, Problem 2P is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L. G. Wade Jr
ISBN: 9780321768414

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