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JEE Advanced · Chemistry · 28. Amines

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\(RCONH _2\) is converted into \(RNH _2\) by means of Hofmann bromamide degradation.

In this reaction, \(R \mathrm{CONHBr}\) 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?

  1. A Formation of (i)
  2. B Formation of (ii)
  3. C Formation of (iii)
  4. D Formation of (iv)
Verified Solution

Answer & Solution

Correct Answer

(D) Formation of (iv)

Step-by-step Solution

Detailed explanation

The rate determining step is probably elimination of \(\mathrm{Br}^{-}\)to form isocyanate because it is slower step of given conversion.
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