Haloalkanes and Haloarenes - Result Question 48

####48. The replacement of chlorine of chlorobenzene to give phenol requires drastic conditions, but the chlorine of 2,4-dinitrochlorobenzene is readily replaced since,

[1997]

(a) nitro groups make the aromatic ring electron rich at ortho/para positions

(b) nitro groups withdraw electrons from the meta position of the aromatic ring

(c) nitro groups donate electrons at meta position

(d) nitro groups withdraw electrons from ortho/para positions of the aromatic ring

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Solution:

  1. (d) $-NO_2$ group is electron attracting group, so it is able to deactivate the benzene ring.O=N+c1ccc(Cl)c(N+[O-])c1

Hence, withdrawl of electrons from ortho & para position cause easy removal of $-Cl$ atom due to development of $+vecharge$ on $o$ - and $p$-positions.



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