medium · MCAT chem-phys
Why does the rate of S_N2 reactions decrease as the alkyl substrate changes from 1^circ to 2^circ to 3^circ?
- The nucleophile is more easily solvated.
- The carbocation intermediate becomes less stable.
- The leaving group becomes more tightly bound.
- Increasing steric hindrance destabilizes the pentacoordinate transition state.
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