Carboxylic Acids and their Derivatives - Result Question 40

Passage

$R \mathrm{CONH}_2$ is converted into $R \mathrm{NH}_2$ by means of Hofmann’s bromamide degradation.

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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’s degradation reaction is an intramolecular reaction.

$(2006,3 \times 4 M=12 M)$

26. Which is the rate determining step in Hofmann’s bromamide degradation?

(a) Formation of (i)

(b) Formation of (ii)

(c) Formation of (iii)

(d) Formation of (iv)

Show Answer

Answer:

Correct Answer: 26. (d)

Solution:

Rearrangement of (iii) to (iv) is the rate determining step :

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