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Q.Describe any one method for the identification of primary, secondary and tertiary amines. Write the chemical equations also for the reactions involved.

Uttarakhand UbseUttarakhand Board Intermediate (Class 12) 2023Subjective· 3mImportance★★★★★
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Hinsberg's test uses benzenesulphonyl chloride to distinguish 1°, 2° and 3° amines by the solubility of their products in KOH.

Amines are treated with Hinsberg's reagent, benzenesulphonyl chloride (C6H5SO2ClC_6H_5SO_2Cl), in the presence of aqueous KOH:

Primary amine (1°): Reacts to form N-alkyl benzenesulphonamide. The hydrogen attached to nitrogen in this product is strongly acidic (due to the electron-withdrawing −SO2−-SO_2- group), so it dissolves in excess KOH to form a clear, soluble potassium salt.

RNH2+C6H5SO2Cl→C6H5SO2NHR+HClRNH_2 + C_6H_5SO_2Cl \rightarrow C_6H_5SO_2NHR + HCl

C6H5SO2NHR+KOH→C6H5SO2NRKˉ+(soluble)+H2OC_6H_5SO_2NHR + KOH \rightarrow C_6H_5SO_2NR\bar{K}^+ (\text{soluble}) + H_2O

Secondary amine (2°): Reacts to form N,N-dialkyl benzenesulphonamide, which has no hydrogen left on nitrogen to lose, so it does NOT dissolve in KOH — it remains as an insoluble precipitate.

R2NH+C6H5SO2Cl→C6H5SO2NR2(insoluble in KOH)+HClR_2NH + C_6H_5SO_2Cl \rightarrow C_6H_5SO_2NR_2 (\text{insoluble in KOH}) + HCl

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