Organic Chemistry (8th Edition)

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

Chapter 8 - Reactions of Alkenes - Study Problems - Page 387: 8-48 h

Answer

The proposed mechanism is shown in the picture below.

Work Step by Step

The proposed mechanism is: Step 1: Protonation of the double bond forms a carbocation. Step 2: The pi electrons in the double bond attack on the carbocation. Step 3: A base (nucleophile) attacks the hydrogen on the carbon adjacent to the carbocation. Then the electrons go to the C-C bond, forming a C=C.
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