medium · MCAT chem-phys

A chemist attempts to synthesize a chiral molecule using a nucleophilic substitution reaction.

If the reaction follows an S_N2 mechanism, what will be the stereochemical outcome of the product relative to the starting material?

  1. Retention of the original configuration at the stereocenter
  2. The formation of a meso compound through symmetrical attack
  3. A racemic mixture containing equal amounts of both enantiomers
  4. Complete inversion of configuration at the stereocenter

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