Fischer esterification requires which two substrates and catalyst?

Study for the ACS Organic Chemistry Test. Study with flashcards and multiple choice questions, each question has hints and explanations. Get ready for your exam!

Multiple Choice

Fischer esterification requires which two substrates and catalyst?

Explanation:
Fischer esterification is an acid-catalyzed condensation between a carboxylic acid and an alcohol to form an ester and water. The acid catalyst protonates the carbonyl oxygen of the carboxylic acid, making the carbonyl carbon more electrophilic so the alcohol can attack. After alcohol addition and proton transfers, the tetrahedral intermediate collapses and water is expelled, regenerating the acid catalyst and yielding the ester. This is why the substrates must be a carboxylic acid and an alcohol, not an aldehyde or an amide, and why an acid catalyst is required rather than a base. In practice, using an excess of alcohol and removing water helps drive the reaction toward ester formation.

Fischer esterification is an acid-catalyzed condensation between a carboxylic acid and an alcohol to form an ester and water. The acid catalyst protonates the carbonyl oxygen of the carboxylic acid, making the carbonyl carbon more electrophilic so the alcohol can attack. After alcohol addition and proton transfers, the tetrahedral intermediate collapses and water is expelled, regenerating the acid catalyst and yielding the ester.

This is why the substrates must be a carboxylic acid and an alcohol, not an aldehyde or an amide, and why an acid catalyst is required rather than a base. In practice, using an excess of alcohol and removing water helps drive the reaction toward ester formation.

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