Question:

Carbylamine forms from aliphatic or aromatic primary amine via which of the following intermediates?

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Carbylamine reaction: primary amine + \(\mathrm{CHCl_3}\) + KOH.
Updated On: Nov 4, 2026
  • Carbanion
  • Carbene
  • Carbocation
  • Carbon radical
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The Correct Option is B

Solution and Explanation

\(\mathrm{RNH_2} + \mathrm{CHCl_3} + 3\mathrm{KOH} \rightarrow \mathrm{RNC} + 3\mathrm{KCl} + 3\mathrm{H_2O}\)
\(\mathrm{CHCl_3}\) with KOH loses HCl (alpha elimination) to give dichlorocarbene \(:\mathrm{CCl_2}\).
The amine adds to the electron-deficient carbene, and loss of 2 HCl gives the isocyanide (carbylamine) \(\mathrm{R-N^+\!\equiv C^-}\).
Intermediate: carbene.
Answer: (2) Carbene
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