An organic compound (A) with the molecular formula \[\ce{C9H10O}\] forms a 2, 4-DNP derivative, reduces Fehling solution and undergoes the Cannizzaro reaction. On vigorous oxidation, it gives 1, 2-benzene dicarboxylic acid. Identify the compound (A) and write its IUPAC name. (2) Write the reaction of compound (A) with 2, 4-Dinitrophenyl hydrazine and Fehling solution. (2) Write the equation of compound (A) when it undergoes the Cannizzaro reaction. (1)

The compound (A) is an aldehyde. The IUPAC name of the given compound is 2-ethylbenzaldehyde. The Cannizzaro reaction does not affect the alkyl substituent. Same products are formed.\[\ce{C6H4CHO(CH2CH3) + NaOH -> C6H4(CH2CH3)COO^-Na+ + C6H4(CH2CH3)CH2OH}\]

An organic compound (A) with the molecular formula CA9HA10O forms 2, 4-DNP derivative, reduces Fehling solution and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1, 2-benzene - Chemistry

Question

An organic compound (A) with the molecular formula \[\ce{C9H10O}\] forms a 2, 4-DNP derivative, reduces Fehling solution and undergoes the Cannizzaro reaction. On vigorous oxidation, it gives 1, 2-benzene dicarboxylic acid.

Identify the compound (A) and write its IUPAC name. (2)
Write the reaction of compound (A) with
1. 2, 4-Dinitrophenyl hydrazine and
2. Fehling solution. (2)
Write the equation of compound (A) when it undergoes the Cannizzaro reaction. (1)

Answer in Brief

Chemical Equations/Structures

Solution

The compound (A) is an aldehyde. The IUPAC name of the given compound is 2-ethylbenzaldehyde.
The Cannizzaro reaction does not affect the alkyl substituent. Same products are formed.
\[\ce{C6H4CHO(CH2CH3) + NaOH -> C6H4(CH2CH3)COO^-Na+ + C6H4(CH2CH3)CH2OH}\]