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 8 - Mechanisms - 8.3 Drawing Intermediates - Problems - Page 175: 8.16

Answer

The intermediate is on the right of the image:

Work Step by Step

1. Analyze the arrows. First arrow (Left): - Tail: It is taking a pair of electrons from an oxygen... - Head: to make a bond with a hydrogen. Second arrow (Right): - Tail: It is breaking the "H-O" bond... - Head: to give the 2 electrons to the oxygen. 2. Now, let's find the formal charges: The left oxygen had (-1) charge, then it lost 2 electrons (+2), and formed a bond (-1) = (0) Neutral formal charge. The other oxygen had neutral charge, then it lost 1 bond (+1), and gained 2 electrons (-2) = (-1) formal charge.
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