A form of isomerism in which a dynamic equilibrium between two isomers exists, such as that between an enol and a ketone
The condition, quality, or relation of metameric substances, or their respective derivatives, which are more or less interchangeable, according as one form or the other is the more stable
It is a special case of metamerism; thus, the lactam and the lactim compounds exhibit tautomerism
Existence of two or more chemical compounds that have the same chemical composition but different structures (isomers) and that convert easily from one to another. A major class of tautomeric reactions involves exchange of a hydrogen atom between two other atoms in the same molecule, in both cases forming a covalent bond. For example, in keto-enol tautomerism, the hydrogen atom bonded to the carbon atom in a carbonyl (keto) group (CHCO; see functional group) moves to the oxygen atom, making it an enol group (CCOH). The keto form predominates in many aldehydes and ketones, the enol form in phenols. Sugars (e.g., glucose) exhibit tautomerism between open (chain) forms and closed (ring) forms. See also isomerism