Diastereomers are stereoisomers that are not enantiomers or mirror images of each other. Diastereomers can have different physical properties and different reactivity.

If a molecule contains a single asymmetric carbon atom, it is will have two mirror image forms. If a molecule contains two asymmetric carbons, there are 4 possible configurations, and they can not all be mirror images of each other. The possibilities continue to multiply as there are more asymmetric centers in a molecule.

Tartaric acid contains two asymmetric centers, but two of the configurations are equivalent and together are called meso compounds meso-, this configuration is not optically active, while the remaining two configurations are d- and l- mirror images. The meso form is a diastereomer of the other forms.

The families of 5 and 6 carbon sugars contain many diastereomers because of the large numbers of asymmetric centers in these molecules. See carbohydrates.

See also

• Enantiomer
• Chirality