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Q.

Match the following

List-IList-II
1) O-, p-directing and ring activatinga) NO2
2) O-, p- directing and ring deactivatingb) Cl
3) M- directing and ring deactivatingc) OH

The correct match among the following is

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a

i-c;ii-b;iii-a

b

i-b;ii-c;iii-a

c

i-a;ii-b;iii-c

d

i-a;ii-c;iii-b

answer is B.

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Detailed Solution

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NO2 is a ring deactivating group because of its strong – I effect, overall electron density on
benzene ring decreases. It makes further substitution difficult. It directs the incoming group to meta position.

Cl  is a ring deactivating group because of its strong – I effect, overall electron density on
benzene ring decreases. However, due to resonance the electron density on o– and p– positions is greater than that at the m-position, it is an o– and p– directing group.

OH is a ring activating group due to +I effect due to which, the electron density on ortho and para positions of the benzene ring increases due to resonance. Therefore, –OH group activates the benzene ring for the attack by an electrophile.

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