Organic Chemistry, 5th Edition

Published by McGraw-Hill Education
ISBN 10: 0078021553
ISBN 13: 978-0-07802-155-8

Chapter 1 - Section 1.6 - Resonance - Problem - Page 22: 1.12

Answer

See image below.

Work Step by Step

1. Move the electrons. - Remove the pair of electrons where the arrow has its tail. - Add that pair to the head of the arrow. 2. Analyze what happens to the atoms related to the arrow. a. The C atom now has 3 bonds and no lone pairs: 4 - $\frac12$(6) = +1 The O atom now has 1 bond and 3 lone pairs: Charge = 6 - (6 + $\frac12$(2)) = -1 b. This C is losing a lone pair and gaining a bond. 4 - $\frac 12$(8) = 0 The other C is gaining a bond and losing another, so its charge should not change: 0 The last C loses a bond and gains a lone pair: 4 - (2 + $\frac 12$(6)) = -1
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