Nucleophilic substitution

Subdecks (2)

Cards (22)

  • An SN2 Reaction is a bimolecular nucleophilic substitution reaction.
  • The rate law of an SN2 reaction is: Rate = [reactant] [nucleophile].
  • An SN2 reaction is a concerted reaction in which the breaking and creation of the covalent bonds are simultaneous.
  • The stereochemistry of an SN2 reaction always results in the inversion of the stereocenter due to a backside attack from the nucleophile.
  • An SN1 reaction is an unimolecular nucleophilic substitution reaction.
  • The rate law of an SN1 reaction is R = k[reactant]. This is because the reactant is a rate-limiting step
  • An SN1 reaction is not a concerted reaction. It is a two-step mechanism where the bond breaking occurs before the bond forming.
  • The stereochemistry of an SN1 reaction results in a racemic mixture. This is due to the two available p orbital that have equal chances of interacting with the nucleophile.
  • In an SN1 reaction, the more substituted the carbonation, the faster the reaction rate.
  • A primary halide that has strong, negatively charged nucleophiles, in a polar aprotic solvent is favored by the SN2 mechanism.
  • A tertiary halide that has weak neutral nucleophiles, in a polar protic solvent is favored by an SN1 reaction.
  • A secondary halide is dependent on the nucleophile and solvent. An SN2 reaction favors a strong nucleophile and polar aprotic solvent. An SN1 reaction favors a polar protic solvent.
  • Nucleophilic substitutions are Lewis acid-base reactions in which the nucleophile donates its electron pair to the electron-deficient alkyl halide, which accepts the electron pair as a Lewis acid.