Explain the fact that in aryl alkyl ethers (i) the alkoxy group activates the benzene ring towards electrophilic substitution and (ii) it directs the incoming substituents to ortho and para positions in the benzene ring.

(i) In aryl alkyl ethers the +R effect of the alkoxy group leads to an increase in the electron density of the benzene ring as they push electrons into the ring making the benzene ring activated towards electrophilic substitution reactions. This could be understood more clearly from the following resonating structures : -



(ii) It could be clearly seen from the above resonating structures that the electron density increases more at the ortho and para positions as compared to the meta positions. Hence, we can conclude that the alkoxy group directs the incoming substituents to ortho and para positions in the benzene ring.


For example –



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