
Consider the above sequence of reactions. The number of bromine atom(s) in the final product (P) will be:
- A
1
- B
6
- C
5
- D
3

Below are the steps:
(1) Nitrobenzene with gives m-bromonitrobenzene (NO is a meta-director).
(2) reduces —NO to —NH, giving 3-bromoaniline.
(3) After neutralisation, the free amine is available.
(4) on the highly activated aniline brominates at all open ortho/para positions of NH. Starting from 3-bromoaniline, this puts Br at positions 2, 4 and 6 — so the aromatic ring now carries 4 Br atoms (one original at 3, plus three new) and an NH.
(5) at 0–5 °C converts —NH to the diazonium salt .
(6) (Sandmeyer) replaces the diazonium with Br, adding a 5th Br on the ring.
Final product P carries 5 Br atoms.
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