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 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
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).
|
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
4O2−
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
4HO−
6 or HO−(C=O)4−O−.
Dioxosuccinic acid is one of the acids occurring naturally in wine, from the oxidation of tartaric acid via dihydroxyfumaric acid. [1]
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 diethyl dioxosuccinate, upon isolation. [2]: p.187
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 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
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).
|
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
4O2−
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
4HO−
6 or HO−(C=O)4−O−.
Dioxosuccinic acid is one of the acids occurring naturally in wine, from the oxidation of tartaric acid via dihydroxyfumaric acid. [1]
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 diethyl dioxosuccinate, upon isolation. [2]: p.187