Consider the following four compounds I, II, III and IV.
Choose the correct statement(s).
Text Solution
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(c, d)
(III) is the weakest base due to the presence of three -NO 2 group, which exert strong -M effect.
In compound (IV) - 
group is thrown out of the plane of aromatic ring due to steric crowding by -NO 2 groups at ortho positions as a result of this lone pair of electron on N - atom does not participate in resonance with aromatic ring and hence it acts as an aliphatic amine. So, (IV) is the strongest base.
Correct order of basicity is; III < I < II < IV (in basic character).
Difference of pK a values is highest between (III) and (IV).
pK b ; (I) 
9.42; (II) 
8.94, (IV) 
4.60
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