Furantetracarboxylic acid
 | |
| Names | |
|---|---|
| IUPAC name
furan-2,3,4,5-tetracarboxylic acid | |
| Identifiers | |
20416-04-0  | |
| Jmol-3D images | Image |
| PubChem | 237617 |
| |
| Properties | |
| C8H4O9 | |
| Molar mass | 244.11 g/mol |
| Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
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| Infobox references | |
In chemistry, furantetracarboxylic acid is an organic compound with formula C
8H
4O
9, or (C4O)(-(CO)OH)4, which can be viewed as deriving from furan C
4H
4O through replacement of the four hydrogen atoms by carboxyl functional groups -(CO)OH.
By removal of four protons, the acid is expected to yield the anion C
8O4−
9, furantetracarboxylate, which is one of the oxocarbon anions (consisting solely of oxygen and carbon. By loss of 1 through 3 protons it forms the anions C
8H
3O−
9, C
8H
2O2−
9, and C
8H
1O3−
9, called respectively trihydrogen-, dihydrogen-, and hydrogenfurantetracarboxylate. The same names are used for the corresponding esters.
The acid can be obtained by from dioxalylsuccinate.[1][2][3]
The salt rubidium trihydrogenfurantetracarboxylate RbH
3C
8O
9 crystallizes as white needles.[4]
See also
- Methanetetracarboxylic acid C
5H
4O
8 - Ethylenetetracarboxylic acid C
6H
4O
8 - Benzoquinonetetracarboxylic acid C
10H
4O
10
References
- ↑ B. I. Zapadinskii, B. I. Liogon'kii, and A. A. Berlin (1973), Syntheses of Tetracarboxylic Acids. Russian Chemical Reviews, volume 42 issue 11, page 939. Online version accessed on 2010-01-03.
- ↑ H.Sutter (1932), Annalen, volume 499, page 47. Cited by Zapadinskii et al.
- ↑ T.Reichstein, A.Grussner, K.Schiudlerk, and E. Hardmeyer (1933), Helv.Chim.Acta, volume 16, page 276. Cited by Zapadinskii et al.
- ↑ Iain C. Paul and Leslie L. Martin (1967), The crystal and molecular structure of the monorubidium salt of furantetracarboxylic acid. Acta Cryst. volume 22 pages 559-567 doi:10.1107/S0365110X67001136