Organic Chemistry (8th Edition)

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

Chapter 20 - Carboxylic Acids - Problems - Page 948: Problem 20-3 a

Answer

The order of acidity is : $CH_3CH_2COOH \lt CH_3CHBrCOOH \lt CH_3CHBr_2COOH$

Work Step by Step

We know, the stronger acid has a more stable conjugate base. In these compounds, Br is an electron withdrawing substituent. The greater the number of electron withdrawing substituent s, the more stable is the carboxylate ion, and the acid is stronger. So, The order of acidity is : $CH_3CH_2COOH \lt CH_3CHBrCOOH \lt CH_3CHBr_2COOH$
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