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- (a) An organic compound with the molecular formula forms 2,4-DNP derivative, reduces Tollen’s reagent and undergoes Cannizzaro reaction. On oxidati
(a) An organic compound with the molecular formula forms 2,4-DNP derivative, reduces Tollen’s reagent and undergoes Cannizzaro reaction. On oxidation, it gives benzoic acid. Identify the compound and state the reactions involved.
(b) Give chemical tests to distinguish between the following pair of compounds :
(i) Phenol and propanol
(ii) Benzoic acid and benzene
Answers (1)
An organic compound with the molecular formula C9?H10?O forms 2,4-DNP derivative and also reduces Tollens reagent.
Hence, the compound is an aldehyde.
The compound undergoes Cannizzaro reaction. Hence, it does not contains an alpha H atom.
On vigorous oxidation, it gives 1,2-benzenedicarboxylic acid. Hence, -CHO group is directly attached to benzene ring and the compound is ortho di-substituted benzene.
The compound.is 2-ethylbenzaldehyde.
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