Oxalyldihydrazide

Oxalyldihydrazide
Names
	Preferred IUPAC name Oxalohydrazide
Identifiers
CAS Number	996-98-5;
3D model (JSmol)	Interactive image;
ChemSpider	13226 ;
ECHA InfoCard	100.012.400
EC Number	213-640-2;
PubChem CID	13826;
CompTox Dashboard (EPA)	DTXSID20870823 ;
	InChI Key: OKISUZLXOYGIFP-UHFFFAOYSA-N ; InChI=1S/C2H6N4O2/c3-5-1(7)2(8)6-4/h3-4H2,(H,5,7)(H,6,8) Key: OKISUZLXOYGIFP-UHFFFAOYAC;
	SMILES C(=O)(C(=O)NN)NN;
Properties
Chemical formula	C2H6N4O2
Molar mass	118.096 g·mol−1
Melting point	242–244 °C (468–471 °F; 515–517 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Oxalyldihydrazide is an organic compound with the formula of NH₂NHCOCONHNH₂. Oxalyldihydrazide can act as a ligand on some divalent first row transition metals like manganese, iron, cobalt, nickel, copper or zinc.^[2] Oxalyldihydrazide is a colorless or white solid that is poorly soluble in cold water and insoluble in most organic solvents.^[3]

Synthesis

Oxalyldihydrazide can be prepared by the reaction of hydrazine hydrate with an oxalate ester in alcoholic solution at room temperature.^[3]

References

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 872. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ Aggarwal, R. C.; Singh, Bachcha (October 1978). "Synthesis and structural studies of oxalyldihydrazide complexes of Mn(II), Fe(II), Co(II), Ni(II), Cu(II), and Zn(II)". Zeitschrift für anorganische und allgemeine Chemie. 445 (1): 227–232. doi:10.1002/zaac.19784450129.
^ ^a ^b Curtius, Th.; Heidenreich, K. (1895-09-12). "Hydrazide und Azide organischer Säuren. XI Abhandlung. 36. Die Hydrazide und Azide der Kohlensäure". Journal für Praktische Chemie. 52 (1): 454–489. doi:10.1002/prac.18950520135. ISSN 0021-8383.

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[1] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 872. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[2] Aggarwal, R. C.; Singh, Bachcha (October 1978). "Synthesis and structural studies of oxalyldihydrazide complexes of Mn(II), Fe(II), Co(II), Ni(II), Cu(II), and Zn(II)". Zeitschrift für anorganische und allgemeine Chemie. 445 (1): 227–232. doi:10.1002/zaac.19784450129.

[:0-3] Curtius, Th.; Heidenreich, K. (1895-09-12). "Hydrazide und Azide organischer Säuren. XI Abhandlung. 36. Die Hydrazide und Azide der Kohlensäure". Journal für Praktische Chemie. 52 (1): 454–489. doi:10.1002/prac.18950520135. ISSN 0021-8383.

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