1.

An organic compound (A) has a characteristic odour. On treatment with NaOH, it forms compounds (B) and (C). Compound (B) has molecular formula C_7H_(8)Owhich on oxidation gives back (A). The compound (C) is a sodium salt of an acid. When (C) is treated with soda-lime, it yields an aromatic compound (D). Deduce the structures of (A), (B), (C) and (D). Write the sequence of reactions involved.

Answer»

Solution : (A), (B), (C) and (D) have the following structures :
`underset((A))underset("Benzaldehyde Characteristic odour")(C_(6)H_(5)CHO) overset("Cannizzaro.s reaction")underset(NAOH) to underset((B))to underset((B)"Benzyl alcohol")(C_(6)H_(5)CH_(2)OH) + underset((C)"Sod BENZOATE")(C_(6)H_(5)COONa)`
`underset((B))(C_(6)H_(5)CH_(2)OH) overset([O])underset(-H_(2)O)to underset((A))(C_(6)H_(5)CHO)`
`underset((C)"Sod. benzoate")(C_(6)H_(5)COONa) overset("Soda-lime")to underset((D)"Benzene")(C_(6)H_(6))`


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