Solvent Effects

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Please note the following from the above figure:
  • A polar solvent such as water molecules stabilizes the reactant, the transition state and the product in the “SN2” reaction, because of enhanced dipole-dipole interactions
  • When “water” is used as a solvent, the “transition state” is stabilized to a greater extent than the reactant and the product.
  • Thus, the reaction is accelerated in water compared with the rate observed in ethyl-acetate, which is a less polar solvent.
  • Water is more capable than ethyl acetate in stabilizing ions, by both donating and accepting hydrogen bonds.
  • Water acts a “catalyst” by decreasing the “activation energy”, since it reduces the energy of the transition state relative to that of the starting materials;

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