Organic Chemistry (8th Edition)

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

Chapter 20 - Carboxylic Acids - Study Problems - Page 976: 20-32 d

Answer

Butyric acid < β-bromobutyric acid < α-bromobutyric acid

Work Step by Step

The pKa value for Butyric acid is 4.82 α-bromobutyric acid is 2.95 β-bromobutyric acid is 3.97 Presence of electron withdrawing bromo group increases the acidity. Closer the electron withdrawing group to the carbonyl group, stronger is its acidity.
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