Q.

Which of the following is least reactive towards nucleophilic displacement reaction when treated with aqueous KOH ?

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a

2, 4, 6-Trinitrochlorobenzene

b

2, 4-Dinitrochlorobenzene

c

4-Nitrochlorobenzene

d

3-Nitrochlorobenzene

answer is D.

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Detailed Solution

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Presence of electron withdrawing ( -NO2 group) at ortho and para positions withdraw electron density from benzene ring and therefore fecilitates attack by nucleophile. While the resonance stabiization doest oprate at meta position hence 3-Nitrochlorobenzene is less reactive. 

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