Which step in the mechanism of the Aldol condensation reaction of a ketone is the one that makes the reaction irreversible?

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Which step in the mechanism of the Aldol condensation reaction of a ketone is the
one that makes the reaction irreversible?
O Step 2 - attack of the nucleophilic enolate on a second equivalent of ketone to
form a tetrahedral intermediate
O Step 3 - protonation of the oxygen in the tetrahedral intermediate to form a beta-
hydroxyketone
O Step 5 - loss of hydroxide through an E1cb elimination
O Step 1 - deprotonation of the ketone to form the enolate
O Step 4 - deprotonation of the beta-hydroxyketone to form another enolate
Transcribed Image Text:Which step in the mechanism of the Aldol condensation reaction of a ketone is the one that makes the reaction irreversible? O Step 2 - attack of the nucleophilic enolate on a second equivalent of ketone to form a tetrahedral intermediate O Step 3 - protonation of the oxygen in the tetrahedral intermediate to form a beta- hydroxyketone O Step 5 - loss of hydroxide through an E1cb elimination O Step 1 - deprotonation of the ketone to form the enolate O Step 4 - deprotonation of the beta-hydroxyketone to form another enolate
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