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 14, Problem 27P

5-Chloro-1,3-cyclopentadiene (below) undergoes S N 1 solvolysis in the presence of silver ion extremely slowly even though the chlorine is doubly allylic and allylic halides normally ionize readily. Provide an explanation for this behavior.

Chapter 14, Problem 27P, 14.27	5-Chloro-1,3-cyclopentadiene (below) undergoes  solvolysis in the presence of silver ion

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