Which of the following would be least reactive towards bromine ?

Nitrobenzene

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Phenol

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Anisole

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Chlorobenzene

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Solution

The correct option is A Nitrobenzene
Nitrobenzene is least reactive towards bromine because of presence of $- N O_{2}$ group decreases electron density at ortho and para positions and hence attack of electrophile on the benzene nucleus is difficult because $+ v e$ charge on ortho and para position repel the incoming electrophile.

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[AMU 2000; UPSEAT 2002]

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