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JEE Advanced 2006
Exam
JEE Advanced
Year
2006
Subject
Chemistry
Chapter
Amines

JEE Advanced 2006 · Chemistry · Amines

Paragraph: RCONH _ 2 is converted into RNH _ 2 by means of Hofmann...

Paragraph: \mathrm{RCONH}}_{2} \text{ is converted into } \mathrm{RNH}}_{2}  by means of Hofmann bromamide degradation. <imgsrc="/api/proxy−image?url=https\text{ by means of Hofmann bromamide degradation. }<img src="/api/proxy-image?url=https%3A%2F%2Ffirebasestorage.googleapis.com%2Fv0%2Fb%2Fquantrexacademy-app.firebasestorage.app%2Fo%2Fquestions%252Ffigs%252Fpyq%252Fjee_advanced%252FkUvdLVZCCRDn5vZcz3oaK6cUZX7TS8jt4MnQjqIiZ1U.original.fullsize.png%3Falt%3Dmedia&clean=1&v=wm2" data-qx-orig-src="https://firebasestorage.googleapis.com/v0/b/quantrexacademy-app.firebasestorage.app/o/questions%2Ffigs%2Fpyq%2Fjee_advanced%2FkUvdLVZCCRDn5vZcz3oaK6cUZX7TS8jt4MnQjqIiZ1U.original.fullsize.png?alt=media" data-qx-storage-src="https://firebasestorage.googleapis.com/v0/b/quantrexacademy-app.firebasestorage.app/o/questions%2Ffigs%2Fpyq%2Fjee_advanced%2FkUvdLVZCCRDn5vZcz3oaK6cUZX7TS8jt4MnQjqIiZ1U.original.fullsize.png?alt=media"> \\ In this reaction, RCONHBrR \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?

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−\mathrm{Br}^{-}to form isocyanate because it is slower step of given conversion.
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