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  4. Nitration of phenyl benzoate yields the product

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Q. Nitration of phenyl benzoate yields the product

TS EAMCET 2017

Solution:

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It is an electrophilic aromatic substitution reaction. Because the $COO ^{-}$ acts as an electron withdrawing group to one phenyl group and a moderate electron donating group to the other phenyl group the nitration will occur on the phenyl group where $COO ^{-}$ is acting as an electron donating group. The major product of the nitration will have the $- NO _{2}$ in the para position because the ortho position is partially blocked by the large COPh group.