Rearrangement
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Rearrangement

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Rearrangement Rearrangement Presentation Transcript

  • Rearrangement to Electron Deficient Carbon
    • Migratory aptitude : Ph> R, H
    • The migratory aptitude of phenyl group increases with electron donating groups
    Generation of Carbonium ion
  • Pinacole-Pinacolone Rearrangement
    • Benzilic acid rearrangement  -Diketones undergo a rearrangement when treated with hydroxide ion, giving  -hydroxyacids.
  • Rearrangement to Electron-deficient Nitrogen
    • Hofmann rearrangement- A carboxylic acid amide is treated with sodium hypobromite, or bromine in alkali. The N-bromo-amide is formed and reacts with the base to give its conjugate base within which rearrangement occurs.
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  • Migration to Electron-Deficient Oxygen- The Baeyer-Villiger Oxidation
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