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Question
An organic compound “A” on treatment with benzenesulfonyl chloride gives compound B. B is soluble in dil. NaOH solution. Compound A is:
An organic compound “A” on treatment with benzenesulfonyl chloride gives compound B. B is soluble in dil. NaOH solution. Compound A is:
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Solution
The correct option is C
The benzenesulfonyl chloride is Hinsberg reagent.
This reagent is used to distinguish between primary, secondary and tertiary amine.
In this reaction, the amine acts as a nucleophile and attacks the electrophilic benzenesulfonyl chloride.
This reaction leads to the displacement of the chloride and the generation of the N- alkylbenzenesulfonamide. When the primary amine forms a sulfonamide, this product is soluble in aqueous sodium hydroxide (NaOH). On the contrary, secondary amine’s sulfonamide precipitates from the alkali solution as a solid.
Tertiary amines do not form any stable sulfonamides.
Thus, compound 'A' is a primary amine
Hence, option (c) is correct.
The benzenesulfonyl chloride is Hinsberg reagent.
This reagent is used to distinguish between primary, secondary and tertiary amine.
In this reaction, the amine acts as a nucleophile and attacks the electrophilic benzenesulfonyl chloride.
This reaction leads to the displacement of the chloride and the generation of the N- alkylbenzenesulfonamide. When the primary amine forms a sulfonamide, this product is soluble in aqueous sodium hydroxide (NaOH). On the contrary, secondary amine’s sulfonamide precipitates from the alkali solution as a solid.
Tertiary amines do not form any stable sulfonamides.
Thus, compound 'A' is a primary amine
Hence, option (c) is correct.
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