Migratory aptitude

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Migratory aptitude is the relative ability of a migrating group to migrate in a rearrangement reaction. [1] Migratory aptitudes vary in different reactions, depending on multiple factors. [2]

In the Baeyer-Villiger reaction, the more substituted group, in general, migrates. [3] In the pinacol rearrangement, the order of migratory aptitude has not been determined unambiguously, [2] but some trends have been determined. For example, relative migratory aptitudes for alkyl substituents is Hydride >C(CH3)3> C2H5 > phenyl > CH3. [2] More bulky groups have more tendency to migrate.

References

  1. ↑ "Migratory aptitude". Compendium of Chemical Terminology . International Union of Pure and Applied Chemistry.
  2. 1 2 3 William Reusch. "Rearrangements Induced by Cationic or Electron Deficient Sites". Michigan State University.
  3. ↑ "Migratory Aptitudes". Department of Chemistry, University of Oxford.


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