Compound ( X ) C 9 H 10 O gives a yellow coloured precipitate with 2 , 4 - DNP , but does not give red coloured precipitate with Fehling's solution. ( X ) on treatment with NH 2 OH / H + gives a compound ( Y ) C 9 H 11 NO . ( Y ) , when treated with PCl 5 , gives an isomeric compound ( Z ) .   ( Z ) , on hydrolysis gives propanoic acid and aniline. What will be the correct structure of ( X ) , ( Y )   a

Step-by-step solution

Carbonyl compounds on reaction with 2,4-DNP gives a yellow precipitate. Hence, the compound X will be either an aldehyde or a ketone. Compound X does not give a red precipitate with Fehling's solution. Only aliphatic aldehydes give red precipitate with Fehling's solution. Hence, the compound is not an aliphatic aldehyde. Carbonyl compound on reaction with hydroxylamine in the presence of acid forms oxime (Y) Oxime on reaction with PCl 5 undergoes Beckmann rearrangement and forms amide. Amide on hydrolysis g