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Q.

An organic compound with the molecule C9H10O forms a 2, 4 – DNP derivative, reduces Tollen’s reagent and undergoes cannizaro reaction, on KMnO4 oxidation it gives 1, 2 – benzene dicarboxylic acid. Structure of organic compound is

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a

b

c

d

answer is B.

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Detailed Solution

It is a carbonyl compound because it gives positive 2,4-DNP test.It is an aldehyde because it gives positive Tollen's test.It should not contain α-hydrogen atom because it gives cannizaro reaction.There must two groups ortho to each which get oxidized to -COOH gps with acidified Pot.permanganate.
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