Enantiomer Created 2026-10-13 Updated 2026-10-14
Enantiomers are a pair of nonsuperposable mirror-image molecules. The D and L configurations of alanine are an example; glycine has no such pair because its amino acid alpha carbon carries two identical hydrogen chemical atoms. [ref]
The word names a relation between two stereoisomers. Merely finding two different spatial arrangements does not make them enantiomers: arrangements that are different but not mirror partners are diastereomers.
Meso compound 2026-10-14
A meso compound is an achiral molecule despite having stereocenters. Tartaric acid, , has two tetrahedral carbon stereocenters. Its and forms are enantiomers, but and name the same meso form after equivalent ends are identified. A symmetric spatial arrangement has a mirror plane exchanging its two halves. Thus there are three stereoisomers, not four.[ref]
Opposite R and S configurations alone do not guarantee a meso compound: the rest of the molecule must permit mirror superposition. Likewise, a meso compound is one achiral chemical compound, whereas a racemate is a mixture of two chiral molecule populations. Both can give zero optical rotation for different reasons.
Stereoisomer 2026-10-14
Stereoisomers have the same chemical bond connectivity but different spatial arrangements. A mirror pair of distinct stereoisomers comprises enantiomers; diastereomers have no mirror-pair relation.