The correct arrangement for decreasing order of reactivity towards electrophilic substitution reactions of

I) Toluene

II) Benzene

III) Phenol

IV) Chlorobenzene

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I > II > III > IV

IV > I > II > III

III > I > II >IV

II > IV > III > I

answer is C.

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Detailed Solution

Benzene having any activating group i.e OH,R etc under goes electrophilic substitution very easily as compared to benzene itself.
Thus toluene, phenol undergo electrophilic substitution very readily than benzene.
Chlorine with +E and +M effect (delocalized) deactivates the ring due to strong −I effect.So, it is difficult to carry out the substitution in chlorobenzene than in benzene.

III > I > II >IV

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