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COMEDK20269 May 2026Evening ShiftChemistryAminesActual

A Nitrogen containing organic compound with molecular formula C₃ H₅ N undergoes the following reactions. C₃ H₅ N + Na / Hg in C₂ H₅ OH [A] [A] + CH₃ COCl / NaOH (aq) [B] [A] + CHCl₃ / KOH on heating [C] (foul smelling compound) Identify compounds [B] and [C]

Options

  1. A[B]: (CH₃ )₃- C - NH - COCl [C]: CH₃- CH₂- CN
  2. B[B]: C H₃- CH₂- NH - COCH₂- CH₃ [C]: CH₃- (CH₂ )₂- CN
  3. C[B]: (C H₃ )₂- CH - NH - COCH₃ [C]: CH₃- CH₂- NC
  4. D[B]: C H₃- (CH₂ )₂- NH - COCH₃ [C]: CH₃- (CH₂ )₂- NC

Correct answer

D. [B]: C H₃- (CH₂ )₂- NH - COCH₃ [C]: CH₃- (CH₂ )₂- NC

Step-by-step solution

The molecular formula of the given organic compound is C₃H₅N . Its degree of unsaturation is 3 + 1 - 5 2 + 1 2 = 2 . The compound undergoes reduction to form [A], which reacts with CHC l₃ and KOH to give a foul-smelling compound [C]. This is the carbylamine reaction, which is characteristic of primary amines. Thus, [A] is a primary amine. Since [A] is a primary amine obtained by the reduction of a compound with degree of unsaturation 2, the original compound C₃H₅N must be an alkyl cyanide (nitrile). Therefore, C₃H₅

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