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Multiple Choice

Ester reacted with ammonia in ethanol yields which pair of products?

Esters react with ammonia in ethanol through nucleophilic acyl substitution, yielding an amide and the corresponding alcohol. Ammonia acts as the nucleophile attacking the carbonyl carbon, forming a tetrahedral intermediate, after which the alkoxy leaving group departs. The nitrogen ends up in the amide (RCONH2), and the expelled alkoxide is protonated by the solvent to become the alcohol (R'OH). Because ammonia provides the nitrogen for the amide and ethanol supplies protons to turn the leaving group into alcohol, the products are amide and alcohol. This path differs from hydrolysis (which would give water and a carboxylic product) and from forming salts or acids under conditions that favor amide formation.

Esters react with ammonia in ethanol through nucleophilic acyl substitution, yielding an amide and the corresponding alcohol. Ammonia acts as the nucleophile attacking the carbonyl carbon, forming a tetrahedral intermediate, after which the alkoxy leaving group departs. The nitrogen ends up in the amide (RCONH2), and the expelled alkoxide is protonated by the solvent to become the alcohol (R'OH). Because ammonia provides the nitrogen for the amide and ethanol supplies protons to turn the leaving group into alcohol, the products are amide and alcohol. This path differs from hydrolysis (which would give water and a carboxylic product) and from forming salts or acids under conditions that favor amide formation.