1,10-Phenanthroline

1,10-Phenanthroline (phen) is a heterocyclic organic compound. It is a white solid that is soluble in organic solvents. The 1,10 refer to the location of the nitrogen atoms that replace CH's in the hydrocarbon called phenanthrene.

Phenanthroline
Names
Preferred IUPAC name
1,10-Phenanthroline
Identifiers
3D model (JSmol)
126461
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.572
EC Number
  • 200-629-2
  • monohydrate: 627-114-9
4040
KEGG
PubChem CID
RTECS number
  • SF8300000
UNII
UN number 2811
  • InChI=1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H Y
    Key: DGEZNRSVGBDHLK-UHFFFAOYSA-N Y
  • InChI=1/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H
    Key: DGEZNRSVGBDHLK-UHFFFAOYAW
SMILES
  • c1cc2ccc3cccnc3c2nc1
  • monohydrate: C1=CC2=C(C3=C(C=CC=N3)C=C2)N=C1.O
Properties
C12H8N2
Molar mass 180.21 g/mol
Appearance colourless crystals
Density 1.31 g/cm3
Melting point 118.56 °C (245.41 °F; 391.71 K)
Boiling point 409.2
high
Solubility in other solvents acetone, ethanol
Acidity (pKa) 4.84 (phenH+)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
mild neurotoxin, strong nephrotoxin, and powerful diuretic
GHS labelling:
Danger
H301, H410
P264, P270, P273, P301+P310, P321, P330, P391, P405, P501
Related compounds
Related compounds
2,2'-bipyridine
ferroin
phenanthrene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Abbreviated "phen", it is used as a ligand in coordination chemistry, forming strong complexes with most metal ions. It is often sold as the monohydrate.

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