Organic Chemistry As a Second Language, 3e: First Semester Topics

Published by John Wiley & Sons
ISBN 10: 111801040X
ISBN 13: 978-1-11801-040-2

Chapter 2 - Resonance - 2.7 Drawing Resonance Structures - By Recognizing Patterns - Problems - Page 46: 2.50

Answer

The pi bond will move to the nitrogen, and one of the lone pairs from oxygen will create a pi bond on the left. The nitrogen will get a negative formal charge. The oxygen will get a positive formal charge.

Work Step by Step

1. Draw the lone pairs. 2. Find which pattern does that structure fits. It is the first one, a lone pair (from the oxygen) next to a pi bond. 3. Draw the arrows: Follow the pattern for a lone pair next to a pi bond. 4. Do the changes based on the arrows. * Don't forget the formal charges!
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