12.10 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.
It is given that the compound (with molecular formula C9H10O) forms 2, 4-DNP derivative and reduces Tollens' 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 ortho-substituted. Hence, the compound is 2-Ethylbenzaldehyde.
The structure of the compound is as follows:
Step 2:
The given reactions can be explained by the following equations as follows:
The compound is 2-Ethylbenzaldehyde.
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