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Stability of Free Radical

Arrange these...

Question

Arrange these compounds in decreasing order of basic strength?

A

i > ii > iii > iv

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B

ii > iii > i > iv

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C

iv > i > iii > ii

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D

iv > i > ii > iii

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Solution

The correct option is C iv > i > iii > ii
$i v > i > i i i > i i$
Electron - donating substituents increase the electron density of N, thereby increasing the Lewis basicity. Amongst $N O_{2}$ and $C N, N O_{2}$ is slightly resonance stabilization.
Hence, the answer is $i v > i > i i i > i i .$

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