| Citraconic acid is an organic compound with the formula CH3C2H(CO2H)2. It is a white solid. The alkene is cis. The related trans alkene is called mesaconic acid. It is one of the pyrocitric acids formed upon the heating of citric acid. Citraconic acid can be produced, albeit inefficiently, by oxidation of xylene and methylbutanols. The acid displays the unusual property of spontaneously forming the anhydride, which, unlike maleic anhydride, is a liquid at room temperature.
In the laboratory, citraconic acid can be produced by thermal isomerization of itaconic acid anhydride to give citraconic anhydride, which can be hydrolyzed to citraconic acid. The required itaconic acid anhydride is obtained by dry distillation of citric acid. |
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| InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2- |
| HNEGQIOMVPPMNR-IHWYPQMZSA-N |
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Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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View more via ChEBI Ontology
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(2Z)-2-methylbut-2-enedioic acid
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(Z)-2-Methyl-2-butenedioic acid
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ChemIDplus
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2-Methyl-2-butenedioic acid
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NIST Chemistry WebBook
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2-methylmaleic acid
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ChEBI
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α-methylmaleic acid
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ChEBI
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cis-2-methylbutenedioic acid
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ChEBI
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cis-Methylbutenedioic acid
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ChemIDplus
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Citraconic acid
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ChemIDplus
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Citraconic acid
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KEGG COMPOUND
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Citraconsäure
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ChemIDplus
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Methyl-maleinsäure
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ChemIDplus
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Methylmaleic acid
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KEGG COMPOUND
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1722679
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Reaxys Registry Number
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Reaxys
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498-23-7
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CAS Registry Number
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NIST Chemistry WebBook
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498-23-7
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CAS Registry Number
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ChemIDplus
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