hard · MCAT chem-phys
During a laboratory synthesis, a chemist attempts to perform an S_N2 reaction on a tertiary alkyl halide using a strong nucleophile in a polar aprotic solvent.
Which of the following is the most likely outcome of this experiment?
- No reaction will occur because polar aprotic solvents stabilize the tertiary carbocation.
- An E2 elimination reaction will predominate, forming an alkene.
- The reaction will proceed with inversion of configuration at the stereocenter.
- The reaction will follow S_N1 kinetics, producing a racemic mixture.
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