Nucleophilic aromatic substitution provides one of the

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

ISBN: 9780321768414 33

Solution for problem 24P Chapter 17

Organic Chemistry | 8th Edition

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Problem 24P

Nucleophilic aromatic substitution provides one of the common methods for making phenols. (Another method is discussed in Section 19-17.) Show how you would synthesize the following phenols, using benzene or toluene as your aromatic starting material, and explain why mixtures of products would be obtained in some cases.

(a) p-nitrophenol

(b) 2,4,6-tribromophenol

(d) m-cresol

(e) p-n-butylphenol

Step-by-Step Solution:

Solution:

Here we will have to show the synthesis of following phenols

Step 1

(a) Synthesis of p-nitrophenol

The synthesis of p-nitrophenol involves an addition elimination mechanism. In this reaction benzene on reaction with chlorine in presence of AlCl3 gives chlorobenzene , which on nitration (in presence of HNO3 + H2SO4) forms 4-nitrochlorobenzene ,it is on heating in presence of NaOH gives p-nitrophenol.

Step 2 of 5

Chapter 17, Problem 24P is Solved

Step 3 of 5

Textbook: Organic Chemistry

Edition: 8

Author: L.G. Wade Jr

ISBN: 9780321768414

This full solution covers the following key subjects: aromatic, Phenols, nitrophenol, butylphenol, cases. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The full step-by-step solution to problem: 24P from chapter: 17 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. The answer to “Nucleophilic aromatic substitution provides one of the common methods for making phenols. (Another method is discussed in Section 19-17.) Show how you would synthesize the following phenols, using benzene or toluene as your aromatic starting material, and explain why mixtures of products would be obtained in some cases.(a) p-nitrophenol(b) 2,4,6-tribromophenol(c) p-chlorophenol(d) m-cresol(e) p-n-butylphenol” is broken down into a number of easy to follow steps, and 53 words. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Since the solution to 24P from 17 chapter was answered, more than 552 students have viewed the full step-by-step answer.