Solution Found!
Predict the products of the sulfuric acid-catalyzed
Chapter 3, Problem 22P(choose chapter or problem)
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
Questions & Answers
QUESTION:
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
ANSWER:
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)