Which of the following statements regarding acid-catalyzed hydrolysis of carboxylic esters is incorrect? ANSWER A) Protonation of the carbonyl oxygen enhances its electrophilicity. B) Hydroxide ion adds to the protonated carbonyl group. C) Protonation of the alkoxy oxygen of the tetrahedral intermediate facilitates elimination of the alcohol. D) The initially formed protonated carboxylic acid is deprotonated to give the final product.

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
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.82P: The following molecule undergoes an intramolecular reaction in the presence of pyrrolidinium...
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Which of the following statements regarding acid-catalyzed hydrolysis of
carboxylic esters is incorrect?
ANSWER
A) Protonation of the carbonyl oxygen enhances its electrophilicity.
B) Hydroxide ion adds to the protonated carbonyl group.
C) Protonation of the alkoxy oxygen of the tetrahedral intermediate facilitates
elimination of the alcohol.
D) The initially formed protonated carboxylic acid is deprotonated to give the
final product.
Transcribed Image Text:Which of the following statements regarding acid-catalyzed hydrolysis of carboxylic esters is incorrect? ANSWER A) Protonation of the carbonyl oxygen enhances its electrophilicity. B) Hydroxide ion adds to the protonated carbonyl group. C) Protonation of the alkoxy oxygen of the tetrahedral intermediate facilitates elimination of the alcohol. D) The initially formed protonated carboxylic acid is deprotonated to give the final product.
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