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 3 - Acid-Base Reactions - 3.5 Ranking The Four Factors - Problems - Page 69: 3.33


The compound on the right is more acidic.

Work Step by Step

1. Draw the conjugate bases: In both cases, the hydrogen that is connected to the oxygen will be removed, and the oxygen will receive a negative charge. 2. Compare them: The only difference between them is caused by induction. - Fluoride is more electronegative than Chloride, which means that the conjugate base from the compound on the right is more stable. - Therefore, the compound on the right is more acidic.
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