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Question

Describe a method for the identification of primary, secondary and tertiary amines. Also write chemicla equations of the reactions involved.

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Solution

Hinsberg's reagent (benzene sulphonyl chloride C6H5SO2Cl) reacts with primary, secondary and teritiary amines in a different manner. This is used for the distinction of three types of amines.

(i) Primary amine The reaction of benzene sulphonyl chloride with primary amine proudes N-alkyl benzene sulphonamide. Hydrogen attached to nitrogen in the product is acidic so it is soluble in alkali.

(ii) A secondary amine reacts with Hinsberg's reagent to from N, N-dialkyl benzene sulphonamide which remains insoluble in alkali.

(iii) A tertiary amine does not react with benzene sulphonyl chloride.


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