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khinart (227)

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Olaaa!! Perrrfect answer. 35  [61 rates]

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As the magicko has given the answer it is the best.On further simple explanation I would say that such type of reactions follow a benzyne mechanism.Now it would be clear to U that the attacking nucleophile in the question is NH2 negative.So it will deliberately create a charge separation and then would form an intermediate benzyne(U must be knowing the structure I believe).The benzyne then breaks up and develops a + charge at ortho and meta positions giving rise to two products viz o-toluidine and p- toluidine.And as we know the OCH3 group is a -I group and hence stabilizes the ortho position so ortho product will be major.

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