Oxalic anhydride

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Oxalic anhydride
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Names
IUPAC name
oxiranedione
Other names
oxalic anhydride
ethanedioic anhydride
Identifiers
308818-63-5 YesY
ChemSpider 13693079 YesY
Jmol 3D model Interactive image
  • InChI=1S/C2O3/c3-1-2(4)5-1 YesY
    Key: PFPYHYZFFJJQFD-UHFFFAOYSA-N YesY
  • InChI=1/C2O3/c3-1-2(4)5-1
    Key: PFPYHYZFFJJQFD-UHFFFAOYAE
  • O=C1OC1=O
Properties
C2O3
Molar mass 72.0196 g mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Oxalic anhydride or ethanedioic anhydride, also called oxiranedione, is a hypothetical organic compound with the formula C2O3, which can be viewed as the anhydride of oxalic acid or the two-fold ketone of ethylene oxide. It is an oxide of carbon (an oxocarbon).

The simple compound apparently has yet to be observed (as of 2009). In 1998, however, P. Strazzolini and others have claimed the synthesis of dioxane tetraketone (C4O6), which can be viewed as the cyclic dimer of oxalic anhydride.[1]

It has been conjectured to be a fleeting intermediate in the thermal decomposition of certain oxalates[2] and certain chemoluminescent reactions of oxalyl chloride.[3]

References

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  2. Ahmed A. El-Sherif, Bakir J. A. Jeragh (2007), Mixed ligand complexes of Cu(II)-2-(2-pyridyl)-benzimidazole and aliphatic or aromatic dicarboxylic acids: Synthesis, characterization and biological activity. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, volume 68, issue 1, pages 877-882. doi:10.1016/j.saa.2006.12.073
  3. M. M. Rauhut, L. J. Bollyky, R. A. Clarke, M. Loy, B. G.Roberts (1965) CHEMILUMINESCENT MATERIALS. Technical Report 9 (AD0621845), Defense Technical Information Center, 78 pages.

See also

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