Tautomerism
| Also Known As | Tautomer, keto-enol tautomerism, prototropic tautomerism, dynamic isomerism |
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What is Tautomerism?
Tautomerism is a phenomenon in which a compound exists as two or more interconvertible structural isomers (tautomers) that are in rapid equilibrium. The most common type is keto-enol tautomerism, where a proton shifts between carbon and oxygen atoms. Unlike resonance structures, tautomers have different connectivity and can often be separated. The position of tautomeric equilibrium depends on the solvent and temperature.
Properties & Characteristics
Uses & Applications
Safety Information
Always consult the SDS/MSDS before handling any chemical. This information is for educational purposes only.
Key Facts
Frequently Asked Questions
Tautomerism is a phenomenon in which a compound exists as two or more interconvertible structural isomers (tautomers) that are in rapid equilibrium. The most common type is keto-enol tautomerism, where a proton shifts between carbon and oxygen atoms. Unlike resonance structures, tautomers have different connectivity and can often be separated. The position of tautomeric equilibrium depends on the solvent and temperature.
Drug design (tautomeric form affects receptor binding). DNA base tautomerism (rare tautomers may cause mutations). Enzyme mechanisms involving keto-enol tautomerism (enolase). Pharmaceutical stability (tautomeric form affects solubility, stability). Analytical chemistry (characterizing tautomers). F…
Conceptual concept — safety depends on specific compound. Some tautomers may have different toxicity profiles.