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Q.

An aromatic compound ‘X’ with molecular formula C9H10O gives the following chemical tests:
(i) forms 2, 4-DNP derivative
(ii) reduces Tollens’ reagent
(iii) undergoes Cannizzaro reaction and 
(iv) on vigorous oxidation, 1, 2-benzenedicarboxylic acid is obtained X is

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a

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b

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c

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d

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answer is C.

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Detailed Solution

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→2,4− DNP test positive means Aldehyde (or) Ketone is present in compound.
→ Tollen’s & Cannizaro Positive means Aromatic Aldehyde.
→1,2− Dicarboxylic acids means ortho Isomer.

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An aromatic compound ‘X’ with molecular formula C9H10O gives the following chemical tests:(i) forms 2, 4-DNP derivative(ii) reduces Tollens’ reagent(iii) undergoes Cannizzaro reaction and (iv) on vigorous oxidation, 1, 2-benzenedicarboxylic acid is obtained X is