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Solution


Q.

Given below are two statements:                                                                                    [2024]

Statement (I): All the following compounds react with p-toluenesulfonyl chloride.

C6H5NH2                    (C6H5)2NH                        (C6H5)3N

Statement (II): Their products in the above reaction are soluble in aqueous NaOH.

In the light of the above statements, choose the correct answer from the options given below. 
1 Statement I is true but Statement II is false  
2 Both Statement I and Statement II are true  
3 Statement I is false but Statement II is true  
4 Both Statement I and Statement II are false  

Ans.

(4)

Primary amines react with p-toluenesulfonyl chloride (Hinsberg’s reagent) to form sulphonamides which are soluble in NaOH. Secondary amines react with p-toluenesulfonyl chloride to form sulphonamides which are insoluble in NaOH. Tertiary amines do not react with p-toluenesulfonyl chloride.