Question

An organic compound (a) with molecular formula,c8h8o forms orange-red precipitate with 2,4-dnp reagent and gives yellow precipitate on heating with iodine in the presence of naoh.it neither reduces tollen's or fehlings reagent nor decolourises bromine water or baeyer's reagent.on drastic oxidation with chromic acid, it gives a carboxylic acid(b) having molecular formula c7h6o2.identify (a) and (b) and explain the reaction involved.

Answer 1

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Answer 2

Organic compound (a) and (b) are Acetophenone and Benzoic acid respectively.

Explanation:

• The molecular formula given for organic compound (a) is $C_8H_8O$. From this formula, the compound (a) is identified as acetophenone.
• Acetophenone is characterized by the following points:

1. It forms orange-red precipitate with 2,4-dnp reagent and gives yellow precipitate on heating with iodine in the presence of NaOH.
2. It neither reduces Tollen's or Fehling's reagent nor decolourises bromine water or Baeyer's reagent.
3. On drastic oxidation with chromic acid, it gives a carboxylic acid with chemical formula $C_7H_6O_2$ which is identified as benzoic acid.

• Thus as per the given data, compound (a) is identified as acetophenone and (b) is identified as benzoic acid.

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