Nitration of phenyl benzoate yields the produ | vedclass

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Question

(D) It is an electrophilic aromatic substitution reaction. In phenyl benzoate $(Ph-COO-Ph)$,the ester group is attached to two phenyl rings. The carbo

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$4$-nitrophenyl benzoate

Vedclass · Answer

(D) It is an electrophilic aromatic substitution reaction. In phenyl benzoate $(Ph-COO-Ph)$,the ester group is attached to two phenyl rings. The carbonyl carbon is attached to one phenyl ring,making it electron-deficient (deactivated),while the oxygen atom is attached to the other phenyl ring,which acts as an electron-donating group through resonance. Therefore,the electrophilic nitration occurs on the phenyl ring attached to the oxygen atom. Due to steric hindrance from the bulky $-COOPh$ group,the para-substitution is favored over ortho-substitution. Thus,the major product is $4$-nitrophenyl benzoate.

Nitration of phenyl benzoate yields the product

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