Organic Chemistry As a Second Language, 3e: First Semester Topics

Published by John Wiley & Sons
ISBN 10: 111801040X
ISBN 13: 978-1-11801-040-2

Chapter 9 - Substitution Reactions - 9.4 Factor 3 - The Leaving Group - Problems - Page 220: 9.24

Answer

Bromide is a better leaving group.

Work Step by Step

1. Identify the possibles leaving groups: - $Tosylate$ ($OTs$) - $Bromide$ ($Br^-$) 2. Determine which one is better. - If we analyze the image on page 218, we will see that, bromide is more stable than tosylate (The group with a sulfur). Therefore, $Br^-$ is a better leaving group.
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