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NEET 2026 (Phase 1) · ChemistryTollens testPrevious Year Question

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

Answer: (D) (D) (acetophenone); (benzoic acid). \textbf{Answer:} (D) (acetophenone); (benzoic acid) \textbf{Solution:} The degree of unsaturation of is 5: a benzene ring (4) plus one .

  1. A.(A) ;
  2. B.(B) ;
  3. C.(C) ; (terephthalic acid)
  4. D.(D) (acetophenone); (benzoic acid)✓

Correct Answer

(D) (D) (acetophenone); (benzoic acid)

Solution & Explanation

\textbf{Answer:} (D) (acetophenone); (benzoic acid) \textbf{Solution:} The degree of unsaturation of is 5: a benzene ring (4) plus one . A positive 2,4-DNP test indicates a carbonyl group, and failure to reduce Fehling's rules out an aldehyde, so is a ketone. The only aromatic ketone is acetophenone . On drastic oxidation with chromic acid the entire side chain is degraded to a single on the ring, giving benzoic acid , which liberates with : .

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