A carboxylic acid has two oxygen atoms, each with two nonbonding pairs of electrons. (b) Compare the resonance forms with those given previously for an acid protonated on thecarbonyl oxygen atom.(c) Explain why the carbonyl oxygen atom of a carboxylic acid is more basic than thehydroxy oxygen.

Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter15: Carboxylic Acids And Esters
Section: Chapter Questions
Problem 15.39E
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A carboxylic acid has two oxygen atoms, each with two nonbonding pairs of electrons.
 
(b) Compare the resonance forms with those given previously for an acid protonated on the
carbonyl oxygen atom.
(c) Explain why the carbonyl oxygen atom of a carboxylic acid is more basic than the
hydroxy oxygen.

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