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5-Nitro-1,10-phenanthroline

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5-Nitro-1,10-phenanthroline Basic information

Product Name:
5-Nitro-1,10-phenanthroline
Synonyms:
  • 5-NITRO-1,10-PHENANTHROLINE
  • 5-nitro-10-phenanthroline
  • NITROFERROIN
  • TIMTEC-BB SBB008850
  • 5-NITRO-1 10-PHENANTHROLINE HYDRATE &
  • 5-Nitro-1,10-phenanthroline,98%
  • 1,10-Phenanthroline, 5-nitro-
  • 5-Nitro-1,10-phenathroline
CAS:
4199-88-6
MF:
C12H7N3O2
MW:
225.2
EINECS:
224-097-6
Mol File:
4199-88-6.mol
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5-Nitro-1,10-phenanthroline Chemical Properties

Melting point:
202-204 °C(lit.)
Boiling point:
366.71°C (rough estimate)
Density 
1.2844 (rough estimate)
refractive index 
1.5700 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Alcohol,Benzene
pka
pK1:3.232(+1) (25°C)
form 
crystalline
color 
yellow to orange
Water Solubility 
insoluble
BRN 
196245
CAS DataBase Reference
4199-88-6(CAS DataBase Reference)
EPA Substance Registry System
1,10-Phenanthroline, 5-nitro- (4199-88-6)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-40
Safety Statements 
26-36-24/25-22
WGK Germany 
3
TSCA 
Yes
HS Code 
29339900

MSDS

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5-Nitro-1,10-phenanthroline Usage And Synthesis

Chemical Properties

Light yellow to yellow-brown crystalline powder

Uses

5-Nitro-1,10-phenanthroline complexes of iron find wide applications in redox titrations. It is used as a precursor for the synthesis of 5-amino-1,10-phenanthroline, 5-isothiocyanato-1,10-phenanthroline.

Biochem/physiol Actions

Platinum chelates of a variety of 5-substituted phenanthrolines, including this compound, were tested for cytotoxicity against L1210 murine leukemia cells. Though all tested compounds had very similar DNA-binding affinities, they exhibited a wide range of cytotoxicity.

Purification Methods

Crystallise the phenanthroline from *benzene/pet ether, until anhydrous. It also crystallises from H2O with m 202o, and EtOAc with m 203o. Its pK2 5 varies from 3.20 to 2.69 with varying MeOH/H2O ratios from 0 to 0.95 moles/L, and from 3.20 to 1.95 in varying EtOH/H2O ratios from 0 to 0.94 moles/L [Ram et al. J Prakt Chem 319 719 1977]. It forms complexes with Cu2+, Zn2+, In2+, Fe2+ , Co2+, Ni2+ . [Beilstein 23 III/IV 1682, 23/8 V 425.]

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