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Question

The correct order for electron density at ortho-para positions for the following compounds is :


A
(i)>(ii)>(iii)
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B
(iii)>(ii)>(i)
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C
(i)>(iii)>(ii)
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D
(ii)>(i)>(iii)
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Solution

The correct option is D (ii)>(i)>(iii)
Groups attached to benzene ring in structures (i) and (iii) shows M effect, whereas in structure (ii) (NH2) group shows +M effect.
M groups decreases the electron density at ortho/para positions on the benzene ring, whereas +M group increases the electron density at ortho/para positions. So, electron density (on benzene ring at ortho and para position) will be the most in (ii).

The order of M strength for the given groups are :
CN>COR
Correct order is :
(ii)>(i)>(iii)

Order of M effect :
NO2>CN>CHO>COR>COOCOR>COOR>COOH>CONH2>COO

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