CI + HCI 1-Methyl-1-vinyl- cyclopentane 1-Chloro-1,2-dimethyl- cyclohexane (a racemic mixture)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.4: Conformations Of Cycloalkanes
Problem 11P: Two conformations of cis-l, 3-dimethylcyclobutane are shown. What is the difference between them,...
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Treating 1-methyl-1-vinylcyclopentane with HCl gives mainly 1-chloro-1,2-dimethylcyclohexane.

Propose a mechanism for the formation of this product.

CI
+ HCI
1-Methyl-1-vinyl-
cyclopentane
1-Chloro-1,2-dimethyl-
cyclohexane
(a racemic mixture)
Transcribed Image Text:CI + HCI 1-Methyl-1-vinyl- cyclopentane 1-Chloro-1,2-dimethyl- cyclohexane (a racemic mixture)
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