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Predict the major products of the following reactions.(a)

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

Solution for problem 33P Chapter 17

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 33P

Predict the major products of the following reactions.

(a) toluene + excess Cl2 (heat, pressure)

(b) benzamide (PhCONH2) + Na (liquid NH3, CH3CH2OH2)

(c) o-xylene + H2 (1000 psi, 100 °C, Rh catalyst)

(d) p-xylene + Na (liquid NH3, CH3CH2OH)

Step-by-Step Solution:
Step 1 of 3

Solution 33P

(a)

Treatment of toluene with excess  in the presence of heat gives 1,2,3,4,5-pentachloro-6-methylbenzene. Thus, the reaction is as follows:

(b)

Treatment of benzamide with sodium in liquid ammonia and in the presence of ethanol gives cyclohexa-2,5-diene carboxamide. This reaction is also known as Birch reduction. Thus, the reaction is as follows:

(c)

Treatment of o-xylene with H2 in the presence of Rh catalyst gives 1,2-dimethylcyclohexane....

Step 2 of 3

Chapter 17, Problem 33P is Solved
Step 3 of 3

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

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Predict the major products of the following reactions.(a)

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