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An organic compound (A) with molecular ...

An organic compound (A) with molecular formula `C_8H_8 O` forms an orange red precipitate with 2,4 -DNP reagent and gives yellow precipitate on heating with iodine in the presence of sodium hydroxide . It neither reduces Tollen's reagent or Fehling's solution , nor does it decolourise bromine water or Baeyer's reagent. On drastic oxidation with chromic acid, it gives a carboxylic acid (B) having molecular formulae `C_7H_6O_2`. Identify the compound (A) and (B) and explain the reactions involved .

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AI Generated Solution

To solve the problem, we need to identify the organic compound (A) with the molecular formula C8H8O and the carboxylic acid (B) it produces upon oxidation. We will analyze the information provided step by step. ### Step 1: Analyze the Molecular Formula The molecular formula of compound (A) is C8H8O. This indicates that it is likely an aromatic compound due to the degree of unsaturation (which suggests the presence of a ring structure). **Hint:** Look for the presence of an aromatic ring based on the degree of unsaturation. ### Step 2: Reactivity with 2,4-DNP Reagent ...
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Compound which forms an orange red precipitate with 2, 4 - DNP reagent and gives yellow precipitate on heating with iodine in the presence of sodium hydroxide is

An organic compound (A) with molecular formula, C_(8)H_(8)O forms an orange-red precipitate with 2, 4-DNP reagent and gives yellow precipitate on heating with iodine in the presence of sodium hydroxide. It neither reduces tollens' reagent, nor does it decolourise bromine water or Baeyer's reagent. on drasic oxidation with chromic acid, it gives a carboxylic acid (B) having molecular formula, C_(7)H_(6)O_(2) . Identify the compounds (A) and (B) and explain the reaction involved.

Knowledge Check

  • An organic compound containing (x) with molecular formula C_(8)H_(8)O forms an oragne-red precipitate with 2,- -DNP reagent and gives yellow precipitate on heating with ioxdine in the presence of sodium hydroxide. It neither reduces Tollen's Fehlling's reagent, nor does it decolouries bromine water or Baeyer's reagent. On drastic oxidation with chromic acid, it gives a carboxylic acid (Y) having molcular formula C_(7)H_(6)O_(2) . Identify the compounds X and Y.

    A
    B
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    D

  • Which of the following can reduce Tollen's reagent but not Fehling solution ?

    A
    `C_(6)H_(5)CHO`
    B
    `CH_(3)CHO`
    C
    `C_(3)H_(7)CHO`
    D
    `CH_(3)COCH_(3)`

  • An organic compound 'P' with jmolecular formula C_(8)H_(8)O forms an organic red ppt with 2,4-DNP gives yellow ppt. on heating with I_(2) in presence of NaOH . It neither reduces tollen's or fehling reagent nor does it decolourise Br_(2) water or baeyer's reagent. On drastic oxidation with chromic acid (H_(2)CrO_(4)) it gives an acid (Q) having molecular formula C_(7)H_(6)O_(2) . Q. Qoverset(NaOH//CaO //Delta)toR (Major product). R will be,

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    B
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    D

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