Oxalic anhydride

Oxalic anhydride
IUPAC name oxiranedione
Other names oxalic anhydride ethanedioic anhydride
Identifiers
CAS number	308818-63-5
ChemSpider	13693079 Y
Jmol-3D images	Image 1
SMILES O=C1OC1=O
InChI InChI=1S/C2O3/c3-1-2(4)5-1 Y Key: PFPYHYZFFJJQFD-UHFFFAOYSA-N Y InChI=1/C2O3/c3-1-2(4)5-1 Key: PFPYHYZFFJJQFD-UHFFFAOYAE
Properties
Molecular formula	C2O3
Molar mass	72.0196 g mol−1
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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

1. ^ Paolo Strazzolini, Alberto Gambi, Angelo G. Giumanini and Hrvoj Vancik (1998). "The reaction between ethanedioyl (oxalyl) dihalides and Ag₂C₂O₄: a route to Staudinger’s elusive ethanedioic (oxalic) acid anhydride". J. Chem. Soc., Perkin Trans. 1 (16): 2553–2558. doi:10.1039/a803430c. 
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

• 1,2-dioxetanedione
• α-acetolactone

This article about an organic compound is a stub. You can help Wikipedia by expanding it.v · Categories: Acid anhydrides Hypothetical chemical compounds Organic compound stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем написать курсовую Acetic oxalic anhydride Oxalicibacterium Look at other dictionaries: Acetic oxalic anhydride — Identifiers CAS number 19037 85 5 …   Wikipedia Anhydride oxalique — Général Nom IUPAC oxirane 2,3 dione No CAS …   Wikipédia en Français Oxocarbon — An oxocarbon or oxide of carbon is an inorganic compound consisting only of carbon and oxygen.[1][2] The simplest and most common oxocarbons are carbon monoxide (CO) and carbon dioxide (CO2). Many other stable or metastable oxides of carbon are… …   Wikipedia Oxyde de carbone — Un oxyde de carbone est un composé chimique constitué d une combinaison d atomes de carbone et d oxygène uniquement[1],[2]. Les plus simples et les plus communs des oxydes de carbone sont le monoxyde de carbone, CO, et le dioxyde de carbone, CO2 …   Wikipédia en Français Compounds of carbon — Scientists once thought that organic compounds are or could only be created by living organisms. Over time, human have learned how to synthesize organic compounds. There is an immense number of distinct compounds that contain carbon atoms. Some… …   Wikipedia Oxalyl — The oxalyl cation, also known as oxalic, has the chemical formula [C2O2]2+, containing carbon and oxygen ions. It is the cation derived from oxalic acid. Chemical compounds containing the oxalyl cation include: Oxalyl chloride, C2O2Cl2 Oxalyl… …   Wikipedia 1,4-Dioxane — Not to be confused with 1,4 Dioxin. Dioxane redirects here. For other uses, see Dioxane (disambiguation). 1,4 Dioxane …   Wikipedia carboxylic acid — Chem. any organic acid containing one or more carboxyl groups. [1900 05; CARBOXYL + IC] * * * Any organic compound with the general chemical formula ―COOH in which a carbon (C) atom is bonded to an oxygen (O) atom by a double bond to make a… …   Universalium oxide — oxidic /ok sid ik/, adj. /ok suyd, sid/, n. Chem. a compound in which oxygen is bonded to one or more electropositive atoms. Also, oxid /ok sid/. [1780 90; < F (now oxyde), b. oxygène and acide. See OXYGEN, ACID] * * * I Any of a large and… …   Universalium poison — poisoner, n. poisonless, adj. poisonlessness, n. /poy zeuhn/, n. 1. a substance with an inherent property that tends to destroy life or impair health. 2. something harmful or pernicious, as to happiness or well being: the poison of slander. 3.… …   Universalium 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”