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NEETChemistryHaloalkanes and Haloarenes

Consider the following sequence of reactions: CH₃CH₂CH₂OH SOCl₂ X AgCN Y Identify the major product Y .

Options

  1. APropyl cyanide
  2. B1 -Chloropropane
  3. CPropyl isocyanide
  4. DIsopropyl isocyanide

Correct answer

C. Propyl isocyanide

Step-by-step solution

Propan-1-ol reacts with thionyl chloride ( SOCl₂ ) to form 1 -chloropropane (compound X ). This is the preferred method for the preparation of alkyl chlorides. CH₃CH₂CH₂OH + SOCl₂ CH₃CH₂CH₂Cl + SO₂ + HCl 1 -chloropropane ( X ) then reacts with silver cyanide ( AgCN ). Since AgCN is predominantly covalent in nature, the carbon atom is not free to donate an electron pair. The nucleophilic attack occurs mainly through the nitrogen atom, resulting in the formation of an isocyanide as the major product. CH₃CH₂CH₂Cl + Ag

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