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Predict the products of the sulfuric acid-catalyzed

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

Solution for problem 22P Chapter 11

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 22P

Problem 22P

Predict the products of the sulfuric acid-catalyzed dehydration of the following alcohols. When more than one product is expected, label the major and minor products.

(a) 2-methylbutan-2-ol

(b) pentan-1-ol

(c) pentan-2-ol

(d) 1-isopropylcyclohexanol

(e) 2-methylcyclohexanol

Step-by-Step Solution:
Step 1 of 3

Solution 22P

(a)

Treatment of 2-methylbutan-2-ol with sulfuric acid gives two possible alkenes, in which one is major (more substituted alkene) and the other is minor (less substituted alkene). Thus, the reaction is as follows:

(b)

Treatment of pentan-1-ol with sulfuric acid gives two possible alkenes, in which one is major (more substituted alkene) and the other is minor (less substituted alkene). Thus, the reaction is as follows:

(c)

Treatment of pentan-2-ol with sulfuric acid gives two possible alkenes, in which one is major (more substituted alkene) and the other is minor (less substituted alkene). Thus, the reaction is as follows:

(d)

Treatment of 1-isopropylcyclohexanol with sulfuric acid gives two possible alkenes, in which one is major (more substituted alkene) and the other is minor (less substituted alkene). Thus, the reaction is as follows:

(e)

Treatment of 2-methylcyclohexanol with sulfuric acid gives three possible alkenes, in which one is major (more substituted alkene) and the other two are minor (less substituted alkene). Thus, the reaction is as follows:

Step 2 of 3

Chapter 11, Problem 22P is Solved
Step 3 of 3

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

The answer to “Predict the products of the sulfuric acid-catalyzed dehydration of the following alcohols. When more than one product is expected, label the major and minor products.(a) 2-methylbutan-2-ol(b) pentan-1-ol(c) pentan-2-ol(d) 1-isopropylcyclohexanol(e) 2-methylcyclohexanol” is broken down into a number of easy to follow steps, and 30 words. The full step-by-step solution to problem: 22P from chapter: 11 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. Since the solution to 22P from 11 chapter was answered, more than 477 students have viewed the full step-by-step answer. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. This full solution covers the following key subjects: entan, products, methylcyclohexanol, isopropylcyclohexanol, Major. This expansive textbook survival guide covers 25 chapters, and 1336 solutions.

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Predict the products of the sulfuric acid-catalyzed