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A compound 'A' with molecular formula C H O gave positive 2, 4-DNP test but a negative Tollen'sreagent test. It was oxdised to carboxylic acid 'B' with molecular formula C H O when treated withalkaline KMnO under vigorous condition. Sodium salt of 'B' gave a hydrocarbon 'C' on Kolbe'selectrolytic reduction. Identify A, B and C and write the chemical equations for the reaction.

Question

A compound 'A' with molecular formula C H O gave positive 2, 4-DNP test but a negative Tollen'sreagent test. It was oxdised to carboxylic acid 'B' with molecular formula C H O when treated withalkaline KMnO under vigorous condition. Sodium salt of 'B' gave a hydrocarbon 'C' on Kolbe'selectrolytic reduction. Identify A, B and C and write the chemical equations for the reaction.

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Solution

The compound 'A' with molecular formula CH3CHO is Acetaldehyde. It gives a positive 2, 4-DNP test which is a test for the presence of a carbonyl group. However, it gives a negative Tollen's reagent test because it is not an aldehyde that can be oxidized.

When Acetaldehyde is oxidized with alkaline KMnO4 under vigorous conditions, it forms a carboxylic acid 'B' with molecular formula CH3COOH, which is Acetic Acid.

The sodium salt of Acetic Acid is Sodium Acetate (CH3COONa). When Sodium Acetate undergoes Kolbe's electrolytic reduction, it forms a hydrocarbon 'C' which is Ethane (C2H6).

The chemical equations for the reactions are:

  1. CH3CHO + 2[O] → CH3COOH (Oxidation of Acetaldehyde to Acetic Acid)

  2. 2CH3COONa → 2C2H6 + 2CO2 + 2NaOH (Kolbe's electrolytic reduction of Sodium Acetate to Ethane)

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