Dioxosuccinic acid

From Wikipedia, the free encyclopedia
Dioxosuccinic acid
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Dioxobutanedioic acid
Other names
Dioxosuccinic acid
2,3-Dioxosuccinic acid
Identifiers
3D model (JSmol)
956740
ChEBI
ChemSpider
ECHA InfoCard 100.028.622 Edit this at Wikidata
EC Number
  • 231-483-8
Properties
C4H2O6
Molar mass 146.054 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N  (what is checkY☒N ?)
Infobox references

Dioxosuccinic acid or dioxobutanedioic acid is an organic compound with formula C4H2O6 or HO−(C=O)4−OH.

Removal of two protons from the molecule would yield the dioxosuccinate anion, C
4
O2−
6
or O−(C=O)4−O. This is one of the oxocarbon anions, which consist solely of carbon and oxygen. The name is also used for salts containing that anion, and for esters with the [−O−(C=O)4−O−] moiety.

Removal of a single proton would result in the monovalent anion hydrogendioxosuccinate, C
4
HO
6
or HO−(C=O)4−O.

Occurrence[]

Dioxosuccinic acid is one of the acids occurring naturally in wine, from the oxidation of tartaric acid via .[1]

Reactions[]

The acid combines with two molecules of water to produce dihydroxytartaric acid, the ketone hydrate form, C4H6O8 or HO−(C=O)−(C(OH)2)2−(C=O)−OH. Indeed, the product traded under the name "dioxosuccinic acid hydrate" appears to be that substance.[citation needed]

Dihydroxytartaric acid behaves like dioxosuccinic acid in some reactions; for example, it reacts with ethanol in the presence of hydrogen chloride to yield the ester , upon isolation.[2]: p.187

See also[]

References[]

  1. ^ Ján Farkaš, Beatrix Farkaš (1988), Technology and Biochemistry of Wine. CRC Press, 744 pages. ISBN 2-88124-070-4.
  2. ^ Victorian College of Pharmacy, Dept. of Chemistry (1959), Notes on qualitative analysis.
Retrieved from ""