An aromatic compound 'A' (Molecular formula C8H8O]) gives a positive 2, 4-DNP test. It gives a yellow precipitate of compound 'B' on treatment with iodine and sodium hydroxide solution. Compound 'A' does not give Tollen's or Fehling's test. On drastic oxidation with potassium permanganate it forms a carboxylic acid 'C' (Molecular formula C7H6O2), which is also formed along with the yellow compound in the above reaction. Identify A, B and C and write all the reactions involved.
An aromatic compound 'A' (Molecular formula C8H8O]) gives a positive 2, 4-DNP test. It gives a yellow precipitate of compound 'B' on treatment with iodine and sodium hydroxide solution. Compound 'A' does not give Tollen's or Fehling's test. On drastic oxidation with potassium permanganate it forms a carboxylic acid 'C' (Molecular formula C7H6O2), which is also formed along with the yellow compound in the above reaction. Identify A, B and C and write all the reactions involved.
This is a Long Answer Type Questions as classified in NCERT Exemplar
Ans: The aromatic compound 'A' does not give Tollen's reagent test, it is not an aromatic aldehyde. As it responds to an iodoform test called methyl ketone.

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Chemistry NCERT Exemplar Solutions Class 12th Chapter Twelve 2025
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