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Fundamentals of Organic ChemistryChemistryCarboxylic Acid Derivatives

Which of the following esters will undergo alkaline hydrolysis most rapidly?

Correct answer

1

Step-by-step solution

Alkaline hydrolysis of an ester involves the nucleophilic attack of a hydroxide ion ( OH^- ) on the carbonyl carbon. The rate of this reaction is directly proportional to the magnitude of the positive charge (electrophilicity) on the carbonyl carbon. Electron-withdrawing groups (EWG) increase the positive charge on the carbonyl carbon, thereby facilitating the nucleophilic attack and increasing the rate of hydrolysis. Conversely, electron-donating groups (EDG) decrease the positive charge, slowing down the reaction

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