Organic Chemistry (8th Edition)

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

Chapter 16 - Aromatic Compounds - Study Problems - Page 749: 16-34 d

Answer

The nitrogen attached to H is weakly basic and the nitrogens with lone pairs are strongly basic.

Work Step by Step

The nitrogen attached to H is weakly basic because the electron pair participates in the aromatic system. The nitrogens with lone pairs are strongly basic because the lone pairs do not participate in the aromatic ring and are available for bonding.
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