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Q.

Which is nor the correct synthesis of m-bromonitrobenzene?

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a

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b

neither (a) nor (b)

c

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d

Both (a) and (b)

answer is B.

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Detailed Solution

Synthesis of m-Bromonitrobenzene

Correct Synthesis Routes

1. Bromination of Nitrobenzene

The nitro group (–NO2) is a strong meta-directing deactivator. Brominating nitrobenzene with Br2/FeBr3 yields mainly m-bromonitrobenzene.

2. Indirect Multi-Step Routes

Starting from m-bromoaniline, diazotization followed by conversion to nitro group can produce m-bromonitrobenzene.

Incorrect Synthesis Route

Nitration of Bromobenzene

Bromine (–Br) is an ortho/para-directing group. Nitration of bromobenzene using HNO3/H2SO4 primarily gives ortho- and para-nitrobromobenzene, not the meta isomer.

This route does NOT produce m-bromonitrobenzene efficiently.

Summary

  • Correct: Bromination of nitrobenzene (meta-directing NO2 group)
  • Incorrect: Nitration of bromobenzene (ortho/para-directing Br group)
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