Class 12 Chemistry - Chapter Aldehydes Ketones and Carboxylic Acids NCERT Solutions | An organic compound with the molecular f

Welcome to the NCERT Solutions for Class 12th Chemistry - Chapter Aldehydes Ketones and Carboxylic Acids. This page offers a step-by-step solution to the specific question from Excercise ".$ex_no." , Question 10: an organic compound with the molecular formula c9h....
Question 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.

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 ortho-substituted. Hence, the compound is 2-ethylbenzaldehyde.

The given reactions can be explained by the following equations.

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