Chemistry:Oxalyldihydrazide

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Oxalyldihydrazide
Oxalyldihydrazide.png
Names
Preferred IUPAC name
Oxalohydrazide[1]
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 213-640-2
Properties
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).
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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]

A reaction diagram with an Oxalate ester on the side of the reactants with the alkyl groups labelled as R and R', a reaction arrow with the structure of hydrazine over it and with Oxalyldihydrazide as the reaction product.

References

  1. International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. pp. 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. 
  3. 3.0 3.1 Curtius, Th.; Heidenreich, K. (1895-09-12). "Hydrazide und Azide organischer Säuren. XI Abhandlung. 36. Die Hydrazide und Azide der Kohlensäure" (in en). Journal für Praktische Chemie 52 (1): 454–489. doi:10.1002/prac.18950520135. ISSN 0021-8383. https://onlinelibrary.wiley.com/doi/10.1002/prac.18950520135.