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🧪 Chemistry  ·  Haloalkanes & Haloarenes  ·  NEET & JEE

Which solvent favours the SN2 mechanism?

Answer: Dimethylformamide (DMF).

  • A Water in the majority of cases studied
  • B Ethanol as widely reported
  • C Dimethylformamide (DMF)
  • D Acetic acid in standard practice

Correct answer: C. Dimethylformamide (DMF)

Explanation: Polar aprotic solvents like DMF, DMSO, and acetone do not solvate the nucleophile strongly, leaving it more reactive and favouring SN2.

SN2: one stepNu-CX-backside attackNuC+ X-Inversion of configuration(Walden inversion)SN1: two stepsCX-slow: leaving group exits+CcarbocationNu-Planar intermediate givesracemisation (both faces attacked)

SN2 proceeds in a single step with backside attack and inversion of configuration, while SN1 forms a planar carbocation intermediate first, leading to racemisation.

Concept context

Study carbon-halogen compounds: how they are made, how they react via SN1/SN2 and elimination, their stereochemistry, and their environmental impact.

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