An organic compound with the molecular formula $C_8H_8O$ forms $2,4-DNP$ derivative, reduces Tollen?s reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives $1,2$-benzene dicarboxylic acid. The organic compound is
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 $\alpha$ - $H$ atoms.
Thus, its possible formula may be $CH _{3} C _{6} H _{4} CHO$. Since, it gives $1, 2$-benzene-dicarboxylic acid when subjected to oxidatin, so $- CH _{3}$ and $- CHO$ groups must be present at successive positions. Thus, the structure of the compound must be
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The reactions occurring are as follows
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Top Questions on Aldehydes, Ketones and Carboxylic Acids
Aldehydes, Ketones, and Carboxylic Acids are carbonyl compounds that contain a carbon-oxygen double bond. These organic compounds are very important in the field of organic chemistry and also have many industrial applications.
Aldehydes:
Aldehydes are organic compounds that have the functional group -CHO.
Preparation of Aldehydes
Acid chlorides are reduced to aldehydes with hydrogen in the presence of palladium catalyst spread on barium sulfate.
Ketones:
Ketones are organic compounds that have the functional group C=O and the structure R-(C=O)-R’.
Preparation of Ketones
Acid chlorides on reaction with dialkyl cadmium produce ketones. Dialkyl cadmium themselves are prepared from Grignard reagents.
Carboxylic Acid:
Carboxylic acids are organic compounds that contain a (C=O)OH group attached to an R group (where R refers to the remaining part of the molecule).
Preparation of Carboxylic Acids
Primary alcohols are readily oxidized to carboxylic acids with common oxidizing agents such as potassium permanganate in neutral acidic or alkaline media or by potassium dichromate and chromium trioxide in acidic media.
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