Cupferron
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| Cupferron | |
|---|---|
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| Other names | cupferron ammonium N-nitrosophenylhydroxylamine |
| Identifiers | |
| CAS number | [135-20-6] |
| Properties | |
| Molecular formula | C6H9N3O2 |
| Molar mass | 155.15 g/mol |
| Density | ? g/cm3, ? |
| Melting point |
150-155 °C |
| Solubility in water | soluble |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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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
[edit] 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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