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 219: 9.20


The iodide is a better leaving group.

Work Step by Step

1. Identify the possibles leaving groups: - $Iodide $($I^-$) - $Water$ ($H_2O$) 2. Determine which one is better. - In this section, we've learned that some halides, like iodide, are good leaving groups (page 219). - And we have also learned that $H_2O$ is a good leaving group too (page 218). But, if we look at the image in page 218, we will see that, the $I^-$ is more stable than $H_2O$. Therefore, iodide is a better leaving group. ** You can also compare the strength of the conjugate acids, so: - $H_3O^+$ and $HI$. $HI$ is stronger, therefore, $I^-$ is a better leaving group
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