(a) Propose a mechanism for the free-radical chlorination

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

Problem 9P 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 9P

(a) Propose a mechanism for the free-radical chlorination of ethane,

(b) Calculate  for each step in this reaction.

(c) Calculate the overall value of  for this reaction.

Step-by-Step Solution:
Step 1 of 3

Solution 9P

The overall reaction for the chlorination of ethane is as follows:

-+ -- CI + HCI

(a)

The free-radical mechanism for the chlorination of ethane follows three steps. They are as follows:

Initiation:

Molecular chlorine in the presence of light produces two chlorine free radicals.

CI-CI 2CI

Propagation:

It involves two steps.

Step I: One of the chlorine free radical reacts with ethane to produce ethyl radical.

-+ CI -+ HCI

Step II: The ethyl radical reacts with molecular chlorine to produce the product and the chlorine free radical.

-+ -CI + CI

The propagation steps continue to repeat until the reactants are exhausted and hence occur as a chain reaction.

(b)

The formula to calculate the enthalpy of each step in the reaction is as follows:

= -

For the initiation reaction,

Bonds broken

CI-CI : 242 kJ/mol

No bonds are formed in the initiation step.

Step 2 of 3

Chapter 4, Problem 9P is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 8
Author: L. G. Wade Jr
ISBN: 9780321768414

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