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tautomerism
tautomerism Chem. (tɔːˈtɒmərɪz(ə)m) [f. Gr. ταὐτο- tauto- + µέρος part, after isomerism; rendering Ger. tautomerie (Laar 1885).] The property exhibited by certain organic compounds of behaving in different reactions as if they possessed two (or more) different constitutions, that is, as if the atoms...
Oxford English Dictionary
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1-Naphthol
Reactions and degradation
Some reactions of 1-naphthol are explicable with reference to its tautomerism, which produces a small amount of the keto tautomer One consequence of this tautomerism is the Bucherer reaction, the ammonolysis of 1-naphthol to give 1-aminonaphthalene.
1-Naphthol biodegrades via formation
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mesomerism
mesomerism Chem. (mɛˈsɒmərɪz(ə)m) [(in sense a) ad. F. mésomérie (A. Cornillot 1927, in Ann. de Chim. VIII. 267), f. meso- meso- after tautomérie tautomerism.] † a. A kind of tautomerism (see quot.). Obs.1928 Chem. Abstr. XXII. 2155 The term mesomerism is proposed to designate affinitive tautomerism...
Oxford English Dictionary
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Tautomer
Two specific further subcategories of tautomerizations:
Annular tautomerism is a type of prototropic tautomerism wherein a proton can occupy two or more Valence tautomerism
Valence tautomerism is a type of tautomerism in which single and/or double bonds are rapidly formed and ruptured, without migration
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anionotropy
anioˈnotropy Chem. [f. anion + -o + Gr. -τροπία turning.] Tautomerism characterized by the movement of an anion. So anionoˈtropic a.1928 Burton & Ingold in Jrnl. Chem. Soc. i. 904 It can be seen in a general way that opposite conditions will prevail in mobile-anion tautomerism (anionotropy). Ibid. 9...
Oxford English Dictionary
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Phenylpyruvate tautomerase
catalyzes the chemical reaction
keto-phenylpyruvate enol-phenylpyruvate
Phenylpyruvate tautomerase has also been found to exhibit the same keto-enol tautomerism
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2-Naphthol
Reactions
Some reactions of 2-naphthol are explicable with reference to its tautomerism, which produces a small amount of the keto tautomer. One consequence of this tautomerism is the Bucherer reaction, the ammonolysis of 2-naphthol to give 2-aminonaphthalene.
2-Naphthol can be oxidatively
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Electromerism
In some literature electromerism is equated to valence tautomerism, a term usually reserved for tautomerism involving reconnecting chemical bonds.
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Thioenol
These structures exhibit tautomerism to give thioketones or thioaldehydes, analogous to keto–enol tautomerism of carbonyl structures.
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互变异构体
质子转移互变异构(Prototropic tautomerism)可以看作酸碱反应的一种,涉及质子的转移。 环-链互变异构(Ring-chain tautomerism)也是质子转移互变异构的一种,还伴随有化合物链状结构与环状结构的转化,例如葡萄糖的醛式和吡喃式。
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Dimedone
Chemical properties
Tautomerism
Dimedone is in equilibrium with its tautomer in solution — in a 2:1 keto to enol ratio in chloroform.
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Isocytosine
It is also used in physical chemical studies involving metal complex binding, hydrogen bonding, and tautomerism and proton transfer effects in nucleobases
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2-Pyridone
Tautomerism
The second tautomer is 2-hydroxypyridine. This lactam lactim tautomerism can also be exhibited in many related compounds. References
Further reading
General
Tautomerism
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Catalysts
Lactims
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Isoindole
Structure and tautomerism of 2-H-isoindoles
Unlike indole, isoindoles exhibit noticeable alternation in the C-C bond lengths, which is consistent with N-Substituted isoindoles do not engage is tautomerism and are therefore simpler to study.
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5-Hydroxy-2(5H)-furanone
Chemical properties
5-Hydroxy-2(5H)-furanone exists in chemical equilibrium with its isomer, cis-β-formylacrylic acid, in ring-chain tautomerism:
Under
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