How do enantiomers differ from other stereoisomers called diastereomers?

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In chemistry, stereoisomers are molecules with the same atomic composition but different spatial orientations. They are categorized into two primary types: enantiomers and diastereomers.

Key Differences

  • Mirror-Image Relationship: Enantiomers are non-superimposable mirror images of each other, similar to the relationship between a right and left hand. Diastereomers are stereoisomers that are not mirror images of one another.1234
  • Physical and Chemical Properties: Enantiomers possess identical physical and chemical properties, such as melting points and densities, except in their interactions with other dissymmetric molecules or polarized light. Conversely, diastereomers do not need to have similar properties; they can differ significantly in their physical and chemical behavior, much like structural isomers.234
  • Definition: If two stereoisomers are not enantiomers, they are classified as diastereomers.14

Essentially, while enantiomers represent a specific "mirror-image" symmetry, diastereomers encompass all other non-superimposable stereoisomeric relationships.13