Oxalic anhydride

Oxalic anhydride
Names
Preferred IUPAC name
Oxiranedione
Other names
oxalic anhydride
ethanedioic anhydride
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C2O3/c3-1-2(4)5-1 checkY
    Key: PFPYHYZFFJJQFD-UHFFFAOYSA-N checkY
  • InChI=1/C2O3/c3-1-2(4)5-1
    Key: PFPYHYZFFJJQFD-UHFFFAOYAE
  • O=C1OC1=O
Properties
C2O3
Molar mass 72.019 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Oxalic anhydride or ethanedioic anhydride, also called oxiranedione, is a hypothetical organic compound, one of several isomers having the formula C2O3 that have been studied computationally. It 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, Paolo Strazzolini and others have claimed the synthesis of dioxane tetraketone (C4O6), which can be viewed as the cyclic dimer of oxalic anhydride.

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

See also



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