SN2 Mechanism: Backside Attack, Transition State, and Inversion

Learn the SN2 mechanism step-by-step: backside attack, transition state, inversion of configuration, and how solvent/substrate control rate. Includes practice + common traps.

  • Key idea: One concerted step; no carbocation, no rearrangements.
  • Best substrates: Methyl, 1° > 2° (unhindered); 3° does not work
  • Best nucleophiles: Strong, often negatively charged (I⁻, RS⁻, CN⁻, N3⁻, HO⁻/RO⁻)
  • Best solvents: Polar aprotic (DMSO, DMF, acetone, MeCN)
  • Rate law: rate = k[substrate][nucleophile]
  • Exam type: Choose the mechanism
  • Exam type: Predict the major product
  • Exam type: Stereochemistry

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