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Electrophilic SubstitutionAmines

Why is Acylation preferred over direct Alkylation to prepare mono-substituted amine derivatives?

Expert Answer

Alkylation often leads to poly-substitution (secondary, tertiary, quaternary salts) because the product amine is more nucleophilic than the reactant. Acylation yields a mono-substituted amide because the acyl group is electron-withdrawing and prevents further reaction12.

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