Cupferron

Jump to: navigation, search
Cupferron
Cupferron
General
Systematic name N-nitrosophenylhydroxylamine, ammonium salt
Other names cupferron
ammonium N-nitrosophenylhydroxylamine
Molecular formula C6H9N3O2
SMILES ?
Molar mass 155.15 g/mol
Appearance ?
CAS number 135-20-6
Properties
Density and phase ? g/cm3, ?
Solubility in water soluble
Melting point 150-155 °C °C (? K)
Acidity (pKa) ?
Basicity (pKb) ?
Structure
Molecular shape ?
Coordination
geometry
?
Crystal structure ?
Dipole moment ? D
Hazards
MSDS External MSDS
Main hazards ?
NFPA 704
Flash point ? °C
R/S statement R: ?
S: ?
RTECS number ?
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Other anions ?
Other cations ?
Related ? ?
Related compounds ?
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and 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:

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


External links

Template:Aromatic-stub


Linked-in.jpg