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Diastereomers have different physical properties (unlike most aspects of enantiomers) and often different chemical reactivity. Diastereomers differ not only in physical properties but also in chemical reactivity — how a compound reacts with others. Glucose and galactose, for instance, are diastereomers. Even though they share the same molar ...
The meso compound must not be confused with a 50:50 racemic mixture of the two optically-active compounds, although neither will rotate light in a polarimeter. It is a requirement for two of the stereocenters in a meso compound to have at least two substituents in common (although having this characteristic does not necessarily mean that the ...
These include meso compounds, cis–trans isomers, E-Z isomers, and non-enantiomeric optical isomers. Diastereomers seldom have the same physical properties. In the example shown below, the meso form of tartaric acid forms a diastereomeric pair with both levo- and dextro-tartaric acids, which form an enantiomeric pair.
2,3-Butanediamines can be prepared by hydrolyzing 2-ethoxy-4,5-dihydro-4,5-dimethylimidazole with barium hydroxide. [4] Alternative, it is produced by reduction of dimethylglyoxime with lithium aluminium hydride. [5] The meso and the d,l diastereomers can be separated by fractional crystallization of the hydrochlorides.
The second step, once the diastereomers have formed, is to separate them using recrystallisation. This is possible because enantiomers have shared physical properties such as melting point and boiling point , but diastereomers have different chemical properties, so they can be separated like any two different molecules.
[2] [3] Stereocenters can exist on chiral or achiral molecules; stereocenters can contain single bonds or double bonds. [1] The number of hypothetical stereoisomers can be predicted by using 2 n, with n being the number of tetrahedral stereocenters; however, exceptions such as meso compounds can reduce the prediction to below the expected 2 n. [4]
The stereochemical term diastereotopic refers to the relationship between two groups in a molecule which, if replaced, would generate compounds that are diastereomers. Diastereotopic groups are often, but not always, identical groups attached to the same atom in a molecule containing at least one chiral center.
Diastereomers are distinct molecular configurations that are a broader category. [3] They usually differ in physical characteristics as well as chemical properties. If two molecules with more than one chiral centre differ in one or more (but not all) centres, they are diastereomers. All stereoisomers that are not enantiomers are diastereomers.