The best method to synthesise m-dibromobenzene is by using the reaction

JEE Main Chemistry question

The best method to synthesise -dibromobenzene is by using the reaction

(A)Benzene (direct dibromination)
(B)Aniline (via bromoaniline)
(C)Nitrobenzene (via -dinitrobenzene)Correct
(D)Bromobenzene (via bromonitrobenzene)

Answer: (C)

Solution

Bromine is an -director, so direct dibromination of benzene (a) or nitration of bromobenzene (d, also -directed by ) cannot reliably install a second substituent at the meta position. Bromination of aniline (b) gives polysubstitution (2,4,6-tribromoaniline), not a clean meta relationship either.

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Question ID VK-150369