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JEE Main levelSingle correct optionDifficulty 2 of 3si201

Ethanol is treated with to give A. A is heated with alcoholic KCN to give B. B is refluxed with dilute HCl to give C. C is treated with in the presence of red phosphorus to give D. D is

  1. A3-chloropropanoic acid
  2. Bpropanoyl chloride
  3. C2-chlorobutanoic acid
  4. D2-chloropropanoic acid

Answer: D

A is chloroethane, B is propanenitrile, C is propanoic acid. The Hell-Volhard-Zelinsky reaction halogenates the alpha carbon of a carboxylic acid, so D is , 2-chloropropanoic acid.
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