Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
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Chapter 20.10, Problem 20.14P

A carboxylic acid has two oxygen atoms, each with two nonbonding pairs of electrons.

  1. a. Draw the resonance forms of a carboxylic acid that is protonated on the hydroxy oxygen atom.
  2. b. Compare the resonance forms with those given previously for an acid protonated on the carbonyl oxygen atom.
  3. c. Explain why the carbonyl oxygen atom of a carboxylic acid is more basic than the hydroxyl oxygen.
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