Citraconic acid

Citraconic acid is an organic compound with the formula CH3C2H(CO2H)2.

The related trans alkene is called mesaconic acid.

[1] 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.

[2] 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.

Steps in conversion of citric acid to citraconic acid.