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NEET levelSingle correct optionDifficulty 1 of 3o3112

is allowed to react with sodium cyanide at the same temperature in four different solvents. In which solvent is the SN2 reaction fastest?

  1. Aethane-1,2-diol
  2. Bwater
  3. Cmethanol
  4. Ddimethyl sulfoxide (DMSO)

Answer: D

Protic solvents hydrogen-bond to the small anion and lower its energy, which slows SN2. A polar aprotic solvent such as DMSO solvates the cation but leaves largely unsolvated and highly reactive, so DMSO gives the fastest reaction.
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