JEE Main · 2024 · 08 Apr 2024 · Shift 2 · Compounds Containing Nitrogen

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Given below are two statements :

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




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. (A)Both Statement I and Statement II is false✓ Correct
  2. (B)Statement I is true but Statement II is false
  3. (C)Statement I is false but Statement II is true
  4. (D)Both Statement I and Statement II is true

Answer: (A)

Solution

In the Hinsberg test with a sulfonyl chloride (here p-toluenesulfonyl chloride), only primary and secondary amines react to give sulfonamides — a tertiary amine has no N–H left to substitute and does not react at all. Of the three named amines, aniline (1°) and diphenylamine (2°) react but triphenylamine (3°) does not, so Statement I ('all react') is false. Of the products that do form, only the primary amine's sulfonamide keeps an acidic N–H and dissolves in aqueous NaOH; the secondary amine's product does not, so Statement II ('their products are soluble') is also false.
Both statements are false.

JEE Main · 2024 · 08 Apr 2024 · Shift 2 · Single correct option

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