- Cupferron
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Cupferron Other namescupferron
ammonium N-nitrosophenylhydroxylamineIdentifiers CAS number 135-20-6 PubChem 2724103 ChemSpider 2006262 Jmol-3D images Image 1 - O=NN([O-])c1ccccc1.[NH4+]
Properties Molecular formula C6H9N3O2 Molar mass 155.15 g/mol Density ? g/cm3, ? Melting point 150-155 °C
Solubility in water soluble (verify) (what is: / ?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Cupferron, the ammonium salt of N-nitroso-N-phenylhydroxylamine, is a common reagent for the complexation of metal ions. Its formula is NH4[C6H5N(O)NO]. The anion binds to metal cations through the two oxygen atoms, forming five-membered chelate rings.
Cupferron is prepared from phenylhydroxylamine and an NO+ source:
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- C6H5NHOH + C4H9ONO + NH3 → NH4[C6H5N(O)NO] + C4H9OH
References
- C. S. Marvel “Cupferron” Organic Syntheses, Coll. Vol. 1, p.177; Vol. 4, p.19.
- D. Van der Helm, L. L. Merritt Jnr, R. Degeilh and C. H. MacGillavry “The crystal structure of iron cupferron Fe(O2N2C6H5)3” Acta Cryst. (1965). 18, 355-362
- Merck 13,2649; Beil. 16,IV,891
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