For electrophilic aromatic substitution reactions, why is a methoxy group (on the aromatic ring) more activating than a methyl group?Select answer from the options belowIts steric interaction enhances the regioselectivity towards lower energy configurationsIt directs to the ortho-meta configurationsIts induction effects amplify the activationIt creates a fourth resonance structure in the sigma complex
Question
For electrophilic aromatic substitution reactions, why is a methoxy group (on the aromatic ring) more activating than a methyl group?Select answer from the options belowIts steric interaction enhances the regioselectivity towards lower energy configurationsIt directs to the ortho-meta configurationsIts induction effects amplify the activationIt creates a fourth resonance structure in the sigma complex
Solution
A methoxy group is more activating than a methyl group in electrophilic aromatic substitution reactions because it creates a fourth resonance structure in the sigma complex. This is due to the lone pair of electrons on the oxygen atom in the methoxy group, which can delocalize into the ring, creating an additional resonance structure. This increases the electron density of the ring, making it more nucleophilic and thus more reactive towards electrophiles.
Similar Questions
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