Benzaldehyde and Benzoic AcidMedium

Question

Compound $P\left( C_{8}H_{8}O \right)$ 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:

Options

A.
B.
C.
D.

Solution

Sol. [Key Concept: Carbonyl identification: 2,4-DNP positive, Fehling negative]

Degree of unsaturation $= (8 + 1) - \left( \frac{8}{2} \right) = 9 - 4 = 5 $In question it is mentioned that oxidation under drastic condition, therefore it must be ketone

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