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 176: 8.18

Answer

The intermediate is on the left of the image below:

Work Step by Step

1. Analyze the arrows. First arrow (Top): - Tail: It is breaking a bond... - Head: to give the electrons pair to the top "Br". Second arrow (Middle): - Tail: It is taking 2 electrons from the bottom "Br"... - Head: to form a bond between this "Br" and a carbon. Third arrow (Bottom): - Tail: It is breaking a pi bond... - Head: to form other bond between the bottom "Br" and another carbon. 2. Now, let's find the formal charges: The top "Br" had neutral charge, then it lost a bond (+1), and gained 2 electrons (-2) = -1 formal charge. The bottom "Br" had neutral charge, then it lost 2 electrons (+2); it lost a bond (Br-Br) (+1), and formed 2 bonds (-2) = (+1) formal charge.
Update this answer!

You can help us out by revising, improving and updating this answer.

Update this answer

After you claim an answer you’ll have 24 hours to send in a draft. An editor will review the submission and either publish your submission or provide feedback.