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 c

Answer

benzoic acid < m-nitrobenzoic acid < o-nitrobenzoic acid

Work Step by Step

The pKa value for benzoic acid is 4.20 o-nitrobenzoic acid is 2.20 m-nitrobenzoic acid is 3.47 The o-nitrobenzoic acid is strongest here, due to 'ortho effect'. The ortho effect increases the acidity.
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