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Oxalyldihydrazide

From Wikipedia, the free encyclopedia
Oxalyldihydrazide
Names
Preferred IUPAC name
Oxalohydrazide[1]
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.400 Edit this at Wikidata
EC Number
  • 213-640-2
UNII
  • Key: OKISUZLXOYGIFP-UHFFFAOYSA-N checkY
  • InChI=1S/C2H6N4O2/c3-5-1(7)2(8)6-4/h3-4H2,(H,5,7)(H,6,8)
    Key: OKISUZLXOYGIFP-UHFFFAOYAC
  • C(=O)(C(=O)NN)NN
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).
checkY verify (what is checkYX markN ?)

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

[edit]

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

[edit]
  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.
  3. 1 2 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.