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You can separate them by ordinary separation techniques such as fractional crystallization. Then you treat the separated diastereomers with appropriate reagents to regenerate the original enantiomers. For example, you can separate a race mic mixture of a lactic acid by reacting it with a chiral base such as morphine.
This is a general, three steps, technique for separating enantiomers: React the enantiomers with a single enantiomer of another compound to form diastereomers. Separate the diastereomers by conventional means (chromatography, recrystallization) Regenerate the original enantiomers, now separated.
Because the physical properties of enantiomers are identical, they seldom can be separated by simple physical methods, such as fractional crystallization or distillation.
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.
In chiral chromatography, silica gel is bonded to chiral molecules to form what is called a chiral stationary phase. The enantiomers will then separate as they run down the column because one of the enantiomers will interact more strongly with the column and “stick” in place.
3:12 5:01 Suggested clip Resolution of enantiomers | Chemical processes | MCAT | Khan YouTubeStart of suggested client of suggested clip Resolution of enantiomers | Chemical processes | MCAT | Khan
Diastereomers are stereo isomers that are not related as object and mirror image and are not enantiomers. Diastereomers can have different physical properties and reactivity. They have different melting points and boiling points and different densities. They have two or more stereo centers.
Diastereomers are stereo isomers that are not related as object and mirror image and are not enantiomers. Diastereomers can have different physical properties and reactivity. They have different melting points and boiling points and different densities. They have two or more stereo centers.
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