Organic Chemistry (8th Edition)

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

Chapter 1 - Introduction and Review - Study Problems - Page 40: 1-48 a

Answer

As shown by the resonance forms, the nitrogen atom of the amide can carry a positive charge, which makes it more acidic (or less basic).

Work Step by Step

The amine doesn't have a resonance that makes the nitrogen atom in it carry a positive charge so it is more basic than that of amide.
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