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 7 - Configurations - 7.6 Meso Compounds - Problems - Page 158: 7.74


This is a meso compound.

Work Step by Step

First method: Try to find a symmetry plane. - As we can see in the image, if we put a imaginary vertical or an horizontal line on the center of the compound, both sides will be exactly the same. Second method: Draw the enantiomer, and compare it with the original one. - If we put an imaginary mirror on the side of the compound, we will see exactly the same compound, with the same groups in the same positions. ** If we put the mirror on the back, we will get the same enantiomer, but it will be flipped, so you just need to imagine it rotating 180 degrees (horizontally).
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