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Enantiomers

Non-superimposable mirror images; [α]_D equal magnitude, opposite sign
Quick Reference
Formula / NotationNon-superimposable mirror images; [α]_D equal magnitude, opposite sign
Also Known AsOptical isomers (older term), enantiomorphs, mirror image isomers, chiral pair

What is Enantiomers?

Stereoisomers that are non-superimposable mirror images of each other. They have identical physical and chemical properties in achiral environments but differ in their rotation of plane-polarized light. Enantiomers can have dramatically different biological activities.

Formula & Notation

Non-superimposable mirror images; [α]_D equal magnitude, opposite sign

Other Names / Synonyms: Optical isomers (older term), enantiomorphs, mirror image isomers, chiral pair

Properties & Characteristics

Enantiomers are a pair of stereoisomers that are non-superimposable mirror images of each other, related as left and right hands (chiral molecules). They have identical physical properties (boiling point, solubility, density) and the same achiral chemical reactivity, but rotate plane-polarised light in opposite directions (optical activity). They can differ dramatically in biological activity (pharmacodynamics, pharmacokinetics, toxicity) due to chiral protein interactions.

Uses & Applications

Enantiomers are critical in drug development: ibuprofen (S-(+) is active), thalidomide (R-(+) sedative, S-(−) teratogenic), L-amino acids in proteins. Asymmetric synthesis and chiral resolution produce enantiopure compounds. Chiral stationary phase HPLC separates enantiomers for analysis and production.

Safety Information

The wrong enantiomer of a chiral drug can be pharmacologically inactive or highly toxic (thalidomide case). Chiral purity must be established for pharmaceuticals by regulatory agencies. Chiral chemical weapons (some nerve agents are racemic but one enantiomer is more toxic) highlight the importance of enantiomer characterisation.

Always consult the SDS/MSDS before handling any chemical. This information is for educational purposes only.

Key Facts

Term Enantiomers
Formula Non-superimposable mirror images; [α]_D equal magnitude, opposite sign
Synonyms Optical isomers (older term), enantiomorphs, mirror image isomers, chiral pair

Frequently Asked Questions

Stereoisomers that are non-superimposable mirror images of each other. They have identical physical and chemical properties in achiral environments but differ in their rotation of plane-polarized light. Enantiomers can have dramatically different biological activities.

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