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An aromatic compound 'A' (molecular form...

An aromatic compound 'A' (molecular formula `C_(8)H_(8)O`) gives 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 permaganate it forms a carboxylic acid 'C' (molecular formula `C_(7)H_(6)O_(2)`), which is also formed alongwith the yellow compound in the above reaction. Identify A, B and C and write all the reactions involved.

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Since the aromatic compound 'A' does not give Tollen's reagent test or Fehling's test, it is not an aromatic aldehyde. As it respond to iodoform test, it is a methylketone. The series of reactions involved are listed.
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