Ethylenetetracarboxylic dianhydride
| |
| Names | |
|---|---|
| IUPAC name
Furo[3,4-c]furan-1,3,4,6-tetraone
| |
| Identifiers | |
3D model (JSmol)
|
|
CompTox Dashboard (EPA)
|
|
| |
| Properties | |
| C6O6 | |
| Molar mass | 168.060 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Ethylenetetracarboxylic dianhydride is a chemical compound with formula C
6O
6, that can be seen as the twofold anhydride of ethylenetetracarboxylic acid C
6H
4O
8. Its molecular backbone consists of two five-atom dihydrofuran-like rings, each containing one oxygen atom and four carbon atoms, sharing a pair of carbons. It is one of the oxides of carbon.
The compound and its reactions were studied in 1967 by Sauer, Schröder and others.[1][2] Synthesis of the compound by pyrolysis of ethylenetetracarboxilic acid was reported in 1981 by Patterson and others.[3]
The compound was also obtained in 2009 by Taherpour, by microwave pyrolysis of solid Meldrum's acid.[4] The compound yields a pale yellow solution in dichloromethane.[4]
See also
- Cyclohexanehexone, an elusive isomer.
References
- ^ Jürgen Sauer, Barbara Schröder, Richard Wiemer (1967), Eine Studie der Diels-Alder-Reaktion, VI. Kinetischer Nachweis des Moleküls C6O6 (Dianhydrid der Äthylentetracarbonsäure). Chemische Berichte Volume 100 Issue 1, Pages 306-314 doi:10.1002/cber.19671000135
- ^ Jürgen Sauer, Barbara Schröder, Albrecht Mielert (1967), Eine Studie der Diels-Alder-Reaktion, VII. Reaktionen des Dianhydrids der Äthylentetracarbonsäure (C6O6). Chemische Berichte Volume 100 Issue 1, Pages 315-322 doi:10.1002/cber.19671000136
- ^ John M. Patterson, Nabeel F. Haidar, Loren L. Braun and Walter T. Smith, Jr. (1981), The pyrolytic behavior of ethylenetetracarboxylic acid. Journal of Analytical and Applied Pyrolysis, Volume 2, Issue 4, Pages 331-337 Error: Bad DOI specified!
- ^ a b Avat (Arman) Taherpour (2010), Microwave-assisted solid phase conversion study of Meldrum’s acid to ethylenetetracarboxylic dianhydride (C6O6) Spectrochimica Acta Part A, volume 75, pages 493–497.