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Question
An organic compound with the molecular formula C8H8O forms 2,4−DNP derivative, reduces Tollen's reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1,2-benzenedicarboxylic acid. The organic compounds is
An organic compound with the molecular formula C8H8O forms 2,4−DNP derivative, reduces Tollen's reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1,2-benzenedicarboxylic acid. The organic compounds is
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Solution
The correct option is B 2-methylbenzaldehyde
Since, the compound forms 2,4−DNP derivative, so it must be a carbonyl compound.
It reduces tollen's Reagent and undergoes Cannizzaro reaction, so it must contain a −CHO group and no α−H atoms.
Thus, its possible formula may be CH3C6H4CHO.
Since, it gives 1,2−benzene−dicarboxylic acid when subjected to oxidatin, so −CH3 and −CHO groups must be present at successive positions. Thus, the structure of the compound must be
Since, the compound forms 2,4−DNP derivative, so it must be a carbonyl compound.
It reduces tollen's Reagent and undergoes Cannizzaro reaction, so it must contain a −CHO group and no α−H atoms.
Thus, its possible formula may be CH3C6H4CHO.
Since, it gives 1,2−benzene−dicarboxylic acid when subjected to oxidatin, so −CH3 and −CHO groups must be present at successive positions. Thus, the structure of the compound must be
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