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JEE Advanced2006ChemistryAminesActual

Paragraph: RCONH ₂ is converted into RNH ₂ by means of Hofmann bromamide degradation. In this reaction, R CONHBr is formed from which this reaction has derived its name. Electron donating group at phenyl activates the reaction. Hofmann degradation reaction is an intramolecular reaction. Question: Which is the rate determining step in Hofmann bromamide degradation?

Options

  1. AFormation of (i)
  2. BFormation of (ii)
  3. CFormation of (iii)
  4. DFormation of (iv)

Correct answer

D. Formation of (iv)

Step-by-step solution

The rate determining step is probably elimination of Br ⁻ to form isocyanate because it is slower step of given conversion.

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