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An aromatic compound X with molecular fo...

An aromatic compound X with molecular formula `C_(9)H_(10)O` gives following chemical tests:
(i) Form 2,4-DNP derivative
(ii) Reduces Tollen's reagent
(iii) undergoes Cannizzaro's reaction
(iv) On vigorous oxidation 1, 2-Benzene dicarboxylic acid is obtained
The compound X is ,

A

B

C

D

Text Solution

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The correct Answer is:
A

(i) X forms 2, 4-DNP derivatives, it shows that it is an aromatic compound substituted at 2-position.
(ii) It reduces Tollen’s reagent, it shows that it has an aldehyde group.
(iii) It undergoes Cannizaro reaction, that also shows the presence of an aldehyde having no `alpha` -hydrogen.
(iv) On vigorous oxidation, it produces 1, 2- benzendicarboxylic acid. It shows that groups are present at 1, 2 position on benzene ring.
(i) The correct structure of compound X is

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