Tosylation (TsCl): Turning OH into a Leaving Group: Mechanism + Exam Traps

Convert alcohols to tosylates (OTs) using TsCl/pyridine: preserves C–O bond stereochemistry and sets up SN2/E2 reactions without carbocations.

  • Reaction: Tosylation (TsCl): Turning OH into a Leaving Group
  • What it does: Convert alcohols to tosylates (OTs) using TsCl/pyridine: preserves C–O bond stereochemistry and sets up SN2/E2 reactions without carbocations.
  • Typical reagents: TsCl, pyridine
  • Key intermediate: Varies / context-dependent
  • Driving force: Formation of more stable bonds / products
  • Exam type: Predict major product
  • Exam type: Mechanism choice

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