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Compounds Containing Nitrogen question

2021 · 20 Jul · Shift 1 · Q8
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  5. /2021 · 20 Jul · Shift 1 · Q8

Compounds Containing Nitrogen question

2021 · 20 Jul · Shift 1 · Q8

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
Compound A is converted to B on reaction with CHCl3CHCl_3CHCl3​ and KOHKOHKOH. The compound B is toxic and can be decomposed by C. A, B and C respectively are :
  1. A
    primary amine, nitrile compound, conc. HCl
  2. B
    secondary amine, isonitrile compound, conc. NaOH
  3. C
    primary amine, isonitrile compound, conc. HCl
  4. D
    secondary amine, nitrile compound, conc. NaOH
View written solutionFree

Correct answer: C

  1. The reaction of a compound with CHCl3CHCl_3CHCl3​ and KOHKOHKOH is the carbylamine reaction.

  2. In the carbylamine reaction, only primary amines react with chloroform and alcoholic KOH to form isocyanides (isonitriles):

RNH2+CHCl3+3KOH→RNC+3KCl+3H2ORNH_2 + CHCl_3 + 3KOH \rightarrow RNC + 3KCl + 3H_2ORNH2​+CHCl3​+3KOH→RNC+3KCl+3H2​O

So:

  • AAA must be a primary amine
  • BBB must be an isonitrile compound

  1. Isonitriles are foul-smelling and toxic compounds.

  2. Isonitriles on acidic hydrolysis decompose to give primary amine (or corresponding products), and this is done using concentrated HCl.

Thus:

  • CCC is conc. HCl
  1. Therefore, the correct sequence is:
A=primary amine,B=isonitrile compound,C=conc. HClA = \text{primary amine}, \quad B = \text{isonitrile compound}, \quad C = \text{conc. HCl}A=primary amine,B=isonitrile compound,C=conc. HCl
  1. Checking options:
  • A: primary amine, nitrile compound, conc. HCl →\to→ incorrect (product is isonitrile, not nitrile)
  • B: secondary amine, isonitrile compound, conc. NaOH →\to→ incorrect (secondary amine does not give carbylamine reaction)
  • C: primary amine, isonitrile compound, conc. HCl →\to→ correct
  • D: secondary amine, nitrile compound, conc. NaOH →\to→ incorrect

Hence, the correct answer is C.

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