Organic Chemistry (8th Edition)

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

Chapter 6 - Alkyl Halides: Nucleophilic Substitution and Elimination - Problems - Page 229: Problem 6-10 d

Answer

Product 1-bromo-1H-indene is formed by bromination of 1H-indene. The reaction is in the attachment below

Work Step by Step

The attack of bromine radical on 1H-indene leads to formation of intermediate whose resonance structures are identical. So, attack on any of the allylic carbon adjacent to the double bond gives only one product.
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