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 b

Answer

The acetamide will undergo protonation at the oxygen atom.

Work Step by Step

As shown by the resonance forms, the oxygen can have a negative charge while nitrogen can have a positive charge. This means the oxygen is much more basic than the nitrogen and therefore is more willing to donate electrons to H+.
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