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Question

The correct order of +M effect of N containing functional group on benzene ring, amongst the given compounds is

(I) (II)
(III)
(IV)

A
I>II>IV>III
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B
II>I>III>IV
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C
I>II>III>IV
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D
IV>III>II>I
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Solution

The correct option is C I>II>III>IV
In (b), due to steric inhibition of resonance the amine group will goes out of the plane. Thus it will restrict the resonance of lone pair of electron of N on benzene ring.
In (c), due to cross conjugation the lone pair of electron on N involves in delocalisation with carbonyl group. This decrease the +M effect of N.
In (d), we have two carbonyl groups so more cross conjuation will exist and it results in least +M effect of N.
In (a), due to absence of SIR and cross conjugate it will show the highest +M effect.

Thus, the +M order is

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