Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 8 - Reactions of Alkenes - Problems - Page 359: Problem 8-28 c

Answer

A double bond is formed through dehydration and then the carbene is formed through dehydrohalogenation.

Work Step by Step

Since there is a need of double bond for carbene to form, the cyclohexanol is made to undergo elimination using sulfuric acid. This forms a double bond. Now the double bond reacts with $CHCl_3$ and dehydrohalogenation takes place, in which one hydrogen and one halogen are lost to form the product.
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