NEET2026ChemistryChapterActual
An organic compound 'A' with molecular formula C ₉ H ₁₀ O forms an orange-red precipitate with 2,4-DNP reagent. It is subjected to the chemical tests and reactions shown in the given scheme. Identify the compounds A and B.
Options
- AA = 1-Phenylpropan-2-one ; B = 2-Phenylethanoic acid
- BA = 1-Phenylpropan-1-one ; B = Benzoic acid
- CA = 1-(4-Methylphenyl)ethanone ; B = Benzene-1,4-dicarboxylic acid
- DA = 2-Phenylpropanal ; B = Benzoic acid
Correct answer
B. A = 1-Phenylpropan-1-one ; B = Benzoic acid
Step-by-step solution
Compound A ( C ₉ H ₁₀ O ) forms an orange-red precipitate with 2,4-DNP reagent, indicating that it is a carbonyl compound (aldehyde or ketone). It gives a negative Tollens' test, which means it is a ketone, not an aldehyde. It gives no yellow precipitate with I ₂ / NaOH (negative iodoform test), which means it does not contain a CH ₃ CO - group (it is not a methyl ketone). Oxidation of A with KMnO ₄ / KOH followed by acidification gives Compound B, which produces effervescence with NaHCO ₃ , indicating that B is a