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Question

An aromatic compound 'A' (Molecular formula C8H8O) 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 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.

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Solution

Benzoic acid
C8H8O
D.U=8(42)+8(12)+1(22)2+1
=1682+1
D.U. = 82+1
= 5

1053381_1115520_ans_4aa3f713796f4ad38f02db174088a743.png

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