The correct option is C I > III > II > IV
Ring monobromination is electrophilic aromatic substitution reaction. Higher is the electron density on aromatic ring. Higher will be the reactivity towards ring monobromination alkyl substituents increases the electron density by +I effect. Hence, the reactivity of toluene (I) is maximum and then benzene.
Substitutents such as −COOH group and −NO2 group are electron withdrawing groups, hence, they decrease the electron density of the ring.
nitrobenzene has lower reactivity towards ring monobromination as compared to benzoic acid as −NO2 group is strong withdrawing group than −COOH.
Hence, the correct order for the decreasing reactivity of ring monobromination is I (toluene) > III (benzene) > II (benzoic acid) > IV (nitrobenzene)