The chemical compound 1,2-dioxetanedione, or 1,2-dioxacyclobutane-3,4-dione, often called peroxyacid ester, is an unstable oxideofcarbon (anoxocarbon) with formula C2O4. It can be viewed as a double ketoneof1,2-dioxetane (1,2-dioxacyclobutane), or a cyclic dimer of carbon dioxide.[1]
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| Names | |
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| Preferred IUPAC name
1,2-Dioxetanedione | |
| Other names
Peroxyacid ester | |
| Identifiers | |
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CompTox Dashboard (EPA) |
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| Properties | |
| C2O4 | |
| Molar mass | 88.018 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
In ordinary conditions, it quickly decomposes to carbon dioxide (CO2) even at 180 K (−93.1 °C), but can be detected by mass spectrometry and other techniques.[2][3]
1,2-Dioxetanedione is an intermediate in the chemoluminescent reactions used in glowsticks.[4][5] The decomposition proceeds via a paramagnetic oxalate biradical intermediate.[6]
It is an intermediate in a reaction (between oxalyl chloride and hydrogen peroxideinethyl acetate, accumulating in solution at room temperature up to a few micromoles, provided that the activating dye and all traces of metals and other reducing agents are removed from the system, and the reactions are carried out in an inert atmosphere.[7]
Media related to 1,2-Dioxetanedione at Wikimedia Commons
