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What would be the product ratio in the chlorination of

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 18P 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 18P

Problem 18P

What would be the product ratio in the chlorination of propane if all the hydrogens were abstracted at equal rates?

Step-by-Step Solution:

Solution:

Step 1

Chlorination of propane can be carried out as follows:-

2CH3CH2CH2 + 2Cl2   CH3CH2CH2Cl + CH3CHClCH3 + 2HCl

This reaction involves two steps

(i) Initiation :- (This step involves the splitting of chlorine molecule)

Cl2   2 Cl.

(ii) Propagation:- ( This step involves the removal of primary and secondary hydrogen)

CH3 - CH2 - CH3 +  Cl. CH3-CH2-CH2.   Or CH3-C.H-CH3  + HCl

                                (primary radical)  (secondary radical)

In the next step of propagation, the primary radical  will undergo chlorination and form 1-chloropropane.

CH3-CH2-CH2.  + Cl2 Cl-CH2-CH2-CH3 + Cl.

(1-chloropropane)

Or, CH3-C.H-CH3  + Cl2 CH3-CHCl-CH3 + Cl.

                                      (2-chloropropane)

                                           

Step 2 of 2

Chapter 4, Problem 18P is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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What would be the product ratio in the chlorination of