Oxalyl dicyanide

Oxalyl dicyanide is a chemical compound with the formula C₄N₂O₂.

Oxalyl dicyanide

Names
Preferred IUPAC name Oxalyl dicyanide[1]
Systematic IUPAC name Ethanedioyl dicyanide
Other names Oxalyl cyanide Ethanedioyl cyanide Dioxosuccinonitrile 2,3-Doxosuccinonitrile Dioxobutanedinitrile
Identifiers
CAS Number	36086-83-6
3D model (JSmol)	Interactive image
ChemSpider	21409242
PubChem CID	24974570
CompTox Dashboard (EPA)	DTXSID90648218
InChI InChI=1S/C4N2O2/c5-1-3(7)4(8)2-6 Key: VKZZALQGAUWTLQ-UHFFFAOYSA-N
SMILES N#CC(=O)C(=O)C#N
Properties
Chemical formula	C4N2O2
Molar mass	108.05 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Formation

Oxalyl dicyanide can be formed by the hydrolysis of diiminosuccinonitrile.[2]

Reactions

Oxalyl dicyanide can condense with diaminomaleonitrile to make pyrazinetetracarbonitrile and also 5,6-dihydroxypyrazine-2,3-dicarbonitrile, both derivatives of pyrazine.[2]

See also

• Cyanogen

References

1. "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 902. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
2. Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 16: Six-Membered Hetarenes with Two Identical Heteroatoms. Georg Thieme Verlag. 2014. p. 2035. ISBN 978-3-13-178071-3.