An organic compound A, which has a characteristic odour, on treat… - Vidyadip

Question

An organic compound $A,$ which has a characteristic odour, on treatment with con. $NaOH$ forms two compounds $B$ and $C.$ Compound $B$ has molecular formula $C_7H_8O$ which on oxidation gives back $A.$ Compound $C$ is the sodium salt of an acid. $C,$ when heated with soda lime yields an aromatic hydrocarbon $D.$ Deduce the structures of $A, B, C$ and $D.$

✓

Answer

This is Cannizzaro Reaction

The molecular formula of $(B)$ and characteristic odour of $(A)$ suggests that $(A)$ is an aromatic aldehyde, $C_6H_5CHO$ and $(B)$ is alcohol, $C_6H_5CH_2OH.$ As $(C)$ is a sodium salt of an acid gives hydrocarbon $(D)$ on heating with soda lime, $(C)$ is sodium benzoate and $(D)$ is benzene. In this reaction, Benzaldehyde undergoes self oxidation and reduction$($disproportionation$).$ Therefore:-

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