Treating either 1-chloro-3-methyl-2-butene or 3-chloro-3-methyl-1-butene with Ag2O in water gives (in addition to AgCl) the following mixture

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Treating either 1-chloro-3-methyl-2-butene or 3-chloro-3-methyl-1-butene with Ag2O in water gives (in addition to AgCl) the following mixture of alcohol products.
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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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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