Markovnikov vs Anti‑Markovnikov: A Decision Framework: Rules, Exceptions, and Practice

A practical framework to predict Markovnikov vs anti‑Markovnikov addition across alkenes and alkynes, based on mechanism (ionic vs radical vs borane).

  • Reaction: Markovnikov vs Anti‑Markovnikov: A Decision Framework
  • What it does: A practical framework to predict Markovnikov vs anti‑Markovnikov addition across alkenes and alkynes, based on mechanism (ionic vs radical vs borane).
  • Typical reagents: Compare: (1) HBr (ionic) vs (2) HBr, ROOR (radical) vs (3) BH3·THF then H2O2, NaOH
  • Key intermediate: Carbocation
  • Driving force: Formation/capture of a stabilized cation
  • Exam type: Predict major product
  • Exam type: Mechanism choice

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