Oxalyl dicyanide

Oxalyl dicyanide
Names
	Preferred IUPAC name Oxalyl dicyanide
	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

Oxalyl dicyanide is a chemical compound with the formula C₄N₂O₂.

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]

References

^ "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.
^ ^a ^b 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.

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[iupac2013-1] "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.

[sos-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.

[1]

[2]

Oxalyl dicyanide

Contents

Formation

Reactions

See also

References

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