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Question

An organic compound [A] having molecular formula C2H7N on treatment with nitrous acid gives a compound [B] having molecular formula C2H6O. [B] on treatment with an organic compound [C] gives a carboxylic acid [D] and a sweet smelling compound [E]. Oxidation of [B] with acidified potassium dichromate also gives [D]
Write balanced chemical equation of [D] with chlorine in the presence of red phosphorus and name the reaction.

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Solution

CH3COOH+Cl2Red PHClCH2ClCOOHmonochoro acetic acidCH3COOH+Cl2→Red P−HClCH2ClCOOHmonochoro acetic acid
This reaction is called Hell-Volhard-Zelinsky (HVZ) reaction.

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