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 - 3.7 Predicting The Position Of Equilibrium - Problems - Page 71: 3.35


The equilibrium lies to the right.

Work Step by Step

- Compare the stability of the conjugate bases. 1. Atom - The base on the left has its charge on a carbon atom. - The base on the right has its charge on a oxygen atom. - Therefore, the one on the right should be more stable. 2. Resonance: - There aren't any ressonance structures for both bases. 3. Induction: - Induction will not be significant in this case. 4. Orbitals: - The orbitals will be insignificant in this case. - Based on factor 1, we know that the base on the right is more stable. - Therefore, the equilibrium will lie to the right.
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