Question
Which from following statements is NOT correct regarding Hofmann's exhaustive alkylation?
Which from following statements is NOT correct regarding Hofmann's exhaustive alkylation?
B. Two moles of alkylhalide when heated with one mole primary amine forms tetraalkyl ammonium halide.
Hofmann's exhaustive alkylation is the process of converting an amine into a quaternary ammonium salt by treating it with an excess of alkyl halide. When a primary amine (RNH_2) is heated with an alkyl halide (RX), it undergoes successive nucleophilic substitution reactions: RNH_2 + RX R_2NH + HX (Secondary amine) R_2NH + RX R_3N + HX (Tertiary amine) R_3N + RX R_4N^+X^- (Quaternary ammonium salt) To convert one mole of a primary amine into a tetraalkyl ammonium halide, three moles of alkyl halide are required, not two. Therefore, the statement that two moles of alkyl halide form a tetraalkyl ammonium halide is incorrect. The reaction is typically carried out in the presence of a mild base like NaHCO _3 to neutralize the acid (HX) formed, which prevents the protonation of the amine and maintains its nucleophilicity. Depending on the stoichiometric ratio of the reactants, a mixture of secondary and tertiary amines can also be obtained. Answer: Two moles of alkylhalide when heated with one mole primary amine forms tetraalkyl ammonium halide.
Related: Chemistry — Amines · All PYQ Banks