Why is phenol more reactive towards electrophilic substitution than methoxybenzene? Isn't the lone pair on the methoxy group oxygen more available for participating in resonance into the ring than the lone pair on hydroxyl oxygen due to the +I effect of the methyl group? Or is it because of the steric hindrance of the methoxy group that will favour lesser substitution at the ortho- position of the benzene ring?
Does the hydrogen bonding of phenol have anything to do with this?