Q 12.10 An organic compound with the molecular formula forms 2,4-DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1,2-benzene dicarboxylic acid. Identify the compound.
According to given information, the molecular formula is and it reduces tollens reagent. So, there must be an aldehyde group.And also it gives cannizaro reaction, it means the given copound has no -hydrogen atom. On oxidation it gives 1,2-benzenedicarboxylic acid. Thus, the aldehyde group () is directly attached with the benzene ring and also it should be para-substituted.
Hence, the structure of the compound (2-ethyl benzaldehyde) is-
By following reaction we can undrstand this prblem-