Resolution of Racemic Mixture

Resolution of Racemic Mixture is the process of separating two enantiomers from a racemic mixture to obtain optically active forms.

  • Since enantiomers have identical physical properties (melting point, solubility, etc.), they cannot be separated by normal methods.
  • So, we need special techniques to separate them — this process is called resolution.
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Definition:

  • Resolution is the process of separating the two enantiomers in a racemic mixture to obtain the individual optically active forms.

Methods of Resolution

  1. Mechanical Separation

    • Only works for crystalline enantiomers that form distinct crystal shapes
    • Crystals of different enantiomers can sometimes be manually separated under a microscope
    • Rarely used, very limited applicability
  2. Chemical Resolution (Most Common Method)

    • Involves:
      • Reacting the racemic mixture with a chiral resolving agent
      • This forms diastereomeric salts or compounds, which do not have identical properties
      • They can then be separated by crystallization or other physical means
      • After separation, the chiral agent is removed to recover the pure enantiomers
    • Example:
      • Racemic mixture of a carboxylic acid can be reacted with chiral base like quinine to form diastereomeric salts.
  3. Biochemical Resolution

    • Uses enzymes or microorganisms that selectively react with one enantiomer
    • For example, yeast may ferment only one enantiomer of a racemic alcohol
  4. Chromatographic Resolution

    • Chiral chromatography columns are used
    • Enantiomers travel at different speeds due to their interaction with the chiral stationary phase
    • Widely used in analytical chemistry and industry
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