Draw the cation that results when a carboxylic acid is protonated on the oxygen of the OH group. Explain why protonation of the carbonyl oxygen is preferred to protonation of the hydroxy oxygen.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.48AP: As we shall see in Chapter 19, hydrogens on a carbon adjacent to a carbonyl group are far more...
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Draw the cation that results when a carboxylic acid is protonated on the oxygen of the OH group. Explain why protonation of the carbonyl oxygen is preferred to protonation of the hydroxy oxygen.

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