Write the reaction when ethylamine is treated with : (a) excess of ethyl bromide (b) Hinsberg’s reagent
Q.14 Write the reaction when ethylamine is treated with : (a) excess of ethyl bromide (b) Hinsberg’s reagent
Q.14 Write the reaction when ethylamine is treated with : (a) excess of ethyl bromide (b) Hinsberg’s reagent
Best answer
Answer:
(a) Exhaustive alkylation finally gives the quaternary ammonium salt:
C2H5NH2 + 3C2H5Br → (C2H5)4N+Br− (tetraethylammonium bromide) + 2HBr
(through diethylamine and triethylamine; the HBr is taken up by the amine/base).
(b) Hinsberg’s reagent is benzenesulphonyl chloride:
C6H5SO2Cl + H2N–C2H5 → C6H5SO2NH–C2H5 (N-ethylbenzenesulphonamide) + HCl
The sulphonamide has an acidic H on nitrogen and dissolves in aqueous KOH, which identifies ethylamine as a primary amine.
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