Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 13, Problem 33P

Treating either 1-chloro-3-methyl-2-butene or 3-chloro-3-methyl-1-butene with Ag 2 O in water gives (in addition to AgCl ) the following mixture of alcohol products.

Chapter 13, Problem 33P, Treating either 1-chloro-3-methyl-2-butene or 3-chloro-3-methyl-1-butene with Ag2O in water gives

(a) Write a mechanism that accounts for the formation of these products.

(b) What might explain the relative proportions of the two alkenes that are formed?

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