Racemic Modification (Racemization)

Racemic Modification (Racemization) is the formation of an equimolar mixture of two enantiomers, making the mixture optically inactive.

What is a Racemic Mixture?

  • A racemic mixture (also called a racemate) is a 1:1 mixture of two enantiomers of a chiral compound:
  • One is dextrorotatory (+)
  • One is levorotatory (−)
  • Their optical rotations cancel, so the mixture is optically inactive
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Racemic Modification (Racemization)

  • Racemization is the process of converting an optically active compound (pure enantiomer) into a racemic mixture.
    • How does it happen?

        • Often occurs under the influence of:
        • Heat
        • Acids or bases
        • Light
        • Catalysts
    • It involves the formation of a planar or achiral intermediate, allowing the creation of both enantiomers
  • Racemic Modification (Racemization)

Example:

  • An optically active lactic acid (say, only the R-isomer) upon heating or in acidic solution can convert to a 50:50 mixture of R- and S-lactic acid.
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