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Aldehydes, Ketones, and Carboxylic Acids — Chemistry STD 12 Science — Question

Gujarat BoardEnglish MediumSTD 12 ScienceChemistryAldehydes, Ketones, and Carboxylic Acids2 Marks
Question
An organic compound with the molecular formula C9H10O forms 2,4-DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1, 2-benzenedicarboxylic acid. Identify the compound.
✓

Answer

It is given that the compound (with molecular formula C9H10O) forms 2, 4-DNP derivative and reduces Tollen's reagent. Therefore, the given compound must be an aldehyde. Again, the compound undergoes cannizzaro reaction and on oxidation gives 1, 2- benzenedicarboxylic acid. Therefore, the -CHO group is directly attached to a benzene ring and this benzaldehyde is or tho-substituted. Hence, the compound is 2-ethylbenzaldehyde.

The given reactions can be explained by the following equations.

 

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