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 - 8.2 Arrow Pushing - Problems - Page 172: 8.9

Answer

** Draw the arrows on the left side of the reaction. - One arrow going from the Carbon-Bromine bond to the bromine. (Bond to Lone Pair) - One arrow going from the Chloride to form a bond between the Cl and the carbon that was making a bond with the Bromine. (Lone Pair to Bond).

Work Step by Step

1. Identify the bonds that are breaking and the atoms that are losing a pair of electrons - If you have any trouble, draw the missing electrons on the atoms that are changing their charges. - The bond between the carbon and the bromine is breaking. - The Cl had 4 lone pairs on the left, and has 3 lone pairs on the right. - These are the tails of the arrows. 2. Identify the bonds that are being formed and the atoms that are getting a pair of electrons. - The Chlorum is making a bond with a carbon. - The bromine had 3 lone pairs on the left, and has 4 lone pairs on the right. - These are the heads of the arrows. ** For the chlorum you can: - Put the head of the arrow on the carbon that is making the bond. or - Draw a dotted line between the chlorum and the carbon, representing the bond, and put the head of the arrow on it. 3. Complete the chlorum arrow and the bromine arrow.
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