Amines Ques 33

33. Indicate which nitrogen compound amongst the following would undergo Hoffmann reaction (i.e., reaction with $Br_2$ and strong $KOH$ ) to furnish the primary amine $(R-NH_2)$ [1989]

(a) $RCONHCH_3$

(b) $RCOONH_4$

(c) $RCONH_2$

(d) $R-CO-NHOH$.

Topic 3: Nitrocompounds, Alkyl Nitrites and Diazonium Salts

Show Answer

Solution:

  1. (c) Only $1^{\circ}$ amides (i.e. $RCONH_2$ ) in the present case undergo Hofmann bromamide reaction.

$RCONH_2+Br_2+4 KOH \longrightarrow$

$ R-NH_2+2 KBr+K_2 CO_3+2 H_2 O $

(Hofmann’s bromamide reaction)



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