The correct order of reactivity in electrophilic substitution reaction of the following compounds is: [2024]

(4)
Reactivity of the benzene ring towards an electrophile is directly proportional to electron density on the ring.
supplies electrons to benzene by its hyperconjugation and effect.
Has +M effect and effect. The effect of is more than its +M effect. Hence, decreases electron density on benzene and reduces its reactivity towards electrophilic substitution reactions.
Has –M and effect.