Consider the following reactions: I.C2H5−I+NH3⟶C2H5⊕NH3+I⊖ II.C2H5−I+⋅⋅PH3⟶C2H5⊕PH3+I⊖ III.C2H5−I+EtO⊖⟶C2H5−OEt+I⊖ IV.Me−⊕S−Me2+⊖OH⟶Me−OH+Me2S In which of the reactions does the rate of SN2 reaction increase with an increase in solvent polarity?
A
(I)
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B
(II)
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C
(III)
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D
(IV)
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Solution
The correct options are C(III) D(IV) If the reactant and/or nucleophile are charged, increasing the polarity of the solvent stabilizes any charged ground state species and decreases the rate of SN2 reaction with an increase in the polarity of the solvent.