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Amines · Question 57

AIPMT 2001MCQMedium📈 Topic in 75% papers+4−1
1

Intermediates formed during reaction of [figure] with Br2 and KOH are

  1. RCONHBr and RNCO
  2. RNHCOBr and RNCO
  3. RNH-Br and RCONHBr
  4. RCONBr2

Answer

(1) RCONHBr and RNCO

Solution

This is the Hoffmann bromamide degradation reaction (NCERT). Its steps are:

RCONH2 + Br2 + KOH RCONHBr + KBr + H2O (N-bromoamide)

RCONHBr + KOH RCO NBr + K+ + H2O

The anion loses Br and R migrates from C to N, giving the isocyanate R-N=C=O.

RNCO + 2KOH RNH2 + K2CO3

The intermediates are RCONHBr and RNCO.

Answer: (1)

AIPMT 2001

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2

A reduction B CHCl3/KOH C reduction N-methylaniline then A is

  1. [figure]
  2. [figure]
  3. CH3NH2
  4. [figure]
AIPMT 2000

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