In the following reaction, the product X is: C_6H_5-NH-CO-C_6H_5 ( benzanilide ) [ Conc. H_2SO_4] Conc. HNO_3 X

JEE Main Chemistry question

In the following reaction, the product is:

-NH-CO-\ (benzanilide) X

(A) installed on the acyl () ring, ortho to the carbonyl
(B) installed para on the -phenyl (anilide-nitrogen-bearing) ringCorrect
(C) installed on both rings simultaneously
(D) installed meta on the -phenyl ring

Answer: (B)

Solution

In benzanilide, the two rings experience very different electronic environments: the ring attached to the amide nitrogen () is still activated (an amide nitrogen remains a net -director, though weaker than a free amine, due to partial conjugation of its lone pair with the ring), while

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Question ID VK-150550