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Question

An organic compound (A) of molecular formula C7H8O on treatment with lead nitrate gives a compound (B) of molecular formula C7H6O. (B) on chlorination in presence of FeCl3 form compound (C). Identify A, B and C, write the reactions.

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Solution

A(C7H8O) should have one phenyl ring due to such molecular formula and again it reacts with Pb(NO3)2 to give C7H6O. Therefore it is an oxidation reaction. So, A should be an alcohol having a phenyl ring. So the structure may be as shown in figure

1101449_1028119_ans_0ca5ba94da2e401ca9b88ee84c3d3f28.png

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