Question
Distinguish between methanamine, dimethanamine and trimethanamine using Hinsberg’s reagent.

Answer

(i) Methanamine reacts with benzenesulphonyl chloride (Hinsberg’s reagent) to give N-methyl benzenesulphonamide which is soluble in alkali.

$\underset{\text { Methanamine }}{ CH _3 NH _2}+ C _6 H _5 SO _2 Cl \stackrel{ OH ^{-}}{\longrightarrow} \underset{\text { N-Methyl benzenesulphonamide (Soluble in alkali) }}{ C _6 H _5 SO _2 NHCH _3}$

(ii) Dimethanamine reacts with benzenesulphonyl chloride (Hinsberg’s reagent) to give a compound which does not dissolve in alkali.

$\underset{\text { Dimethanamine }}{\left( CH _3\right)_2 NH }+ C _6 H _5 SO _2 Cl \stackrel{ OH ^{-}}{\longrightarrow} \underset{ N , N \text {-Dimethylbenzene sulphonamide (Insoluble in alkali) }}{ C _6 H _5 SO _2 N \left( CH _3\right)_2}$

(iii) Trimethanamine does not react with benzenesulphonyl chloride (Hinsberg’s reagent) due to the absence of H-atom attached N-atom.

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