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JEE Advanced levelSingle correct optionDifficulty 3 of 3o1052

Which combination would give the fastest conversion of 1-bromobutane into 1-fluorobutane using potassium fluoride?

  1. AKF in methanol
  2. BKF with 18-crown-6 in acetonitrile
  3. CKF in acetic acid
  4. DKF in water

Answer: B

is heavily hydrogen bonded in all the protic solvents (water, methanol, acetic acid), which strongly diminishes its nucleophilicity, and KF is poorly soluble in aprotic solvents. The crown ether sequesters in acetonitrile, solubilising KF and leaving an unsolvated, highly reactive fluoride.
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