Identification tests (2,4-DNP, Fehling's) and oxidative degradation of methyl ketones

2026 1 question

1. Compound $P(C_8H_8O)$ gives a red orange precipitate with 2,4-DNP reagent and it does not reduce Fehling's reagent. On drastic oxidation with chromic acid, P gives an aromatic product Q that produces effervescence on treating with aq. $NaHCO_3$. Compounds P and Q, respectively, are: