Phenanthroline

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Phenanthroline
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IUPAC name 1,10-phenanthroline
Identifiers
CAS number 66-71-7
RTECS number SF8300000
SMILES c1ccnc3c1ccc2cccnc23
Properties
Molecular formula C12H8N2
Molar mass 180.3 g/mol
Appearance colourless crystals
Density  ? g/cm3
Melting point

117 °C

Solubility in water low
Solubility in other solvents ethanol
Hazards
Main hazards toxic
R-phrases 25-50/53
S-phrases 45-60-61
Related Compounds
Related compounds 2,2'-bipyridine
ferroin
phenanthrene
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Phenanthroline is a heterocyclic organic compound. It can be a ligand in coordination chemistry; in this role it is abbreviated phen. Being a bidentate ligand, it is commonly used as a chelating agent for metal ions.

The complex [Fe(phen)3]2+ is used for the photometric determination of Fe(II).[1] The complex, called "ferroin" has deep red colour. It is used as a redox indicator with standard potential +1.06V. The reduced ferrous form has a red colour and the oxidised form is light-blue.

Ferroin is used as a cell permeable inhibitor for metalloproteases in cell biology.

In the related compound bathohenanthroline the 4 and 7 positions have a phenyl group.

References

  1. Belcher, R. "Application of chelate Compounds in Analytical Chemistry" Pure and Applied Chemistry, 1973, volume 34, pages 13-27.

Template:Redox indicator templateTemplate:Heterocyclic-stub

de:Phenanthrolin it:1,10-fenantrolina


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