Organic Chemistry (8th Edition)

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

Chapter 7 - Structure and Synthesis of Alkenes - Problems - Page 306: Problem 7-13 b


An elimination reaction occurs.

Work Step by Step

$(CH_3CH_2)_3N:$ is a strong base, so it gives a second order reaction. Since the reactant is a 3∘ alkyl halide, it prevents a $S_N2$ reaction, so the $E2$ reaction is the only option. Since the base is very hindered, it gives the less substituted double bond as the major isomer.
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