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131377

Sigma-Aldrich

1,10-Phenanthroline

≥99%

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Synonym(s):
o-phenanthroline
Empirical Formula (Hill Notation):
C12H8N2
CAS Number:
Molecular Weight:
180.21
EC Number:
MDL number:
eCl@ss:
39210124
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99%

form

powder

mp

114-117 °C (lit.)

SMILES string

c1cnc2c(c1)ccc3cccnc23

InChI

1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H

InChI key

DGEZNRSVGBDHLK-UHFFFAOYSA-N

Gene Information

human ... FNTA(2339)

Application

1,10-Phenanthroline can be used as:
  • A cathode buffer layer to improve the efficiency of organic solar cells.
  • A conventional chelator to study its efficacy in Fenton′s reaction-luminol chemiluminescence system.
  • A ligand in mild, copper (II)-catalyzed cross-coupling of organoboronic acids and sulfinate salts, leading to aryl- and alkenylsulfones.
  • A versatile ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide.
  • A building block for metallomacrocycles.

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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  5. What is the difference between 1,10-Phenanthroline Products 131377 and 320056?

    Product 320056 is the monohydrate form and 131377 has no specification on water content. Both can make a copper complex, since they are the same ligand.

  6. Can Product 131377, 1,10-Phenanthroline, be used for cell culture?

    Sigma-Aldrich does not have any references for the use of 1,10-phenanthroline in cell culture.

  7. What is the solubility of Product 131377, 1,10-Phenanthroline?

    1,10-Phenanthroline is soluble in methanol at 500 micrograms per mL, or in water at 3 milligrams per mL. It is also soluble in benzene and acetone.

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    Ask a Scientist here.

Mitsuhiro Wada et al.
Luminescence : the journal of biological and chemical luminescence, 29(7), 955-958 (2014-01-10)
In vitro screening of a Fe(2+) -chelating effect using a Fenton's reaction-luminol chemiluminescence (CL) system is described. The luminescence between the reactive oxygen species generated by the Fenton's reaction and luminol was decreased on capturing Fe(2+) using a chelator. The
Catalysis by Metal Complexes, 14, 217-217 (1993)
Chunming Sun et al.
ACS applied materials & interfaces, 6(2), 739-744 (2014-01-07)
We reported a significant improvement in the efficiency of organic solar cells by introducing hybrid TiO2:1,10-phenanthroline as a cathode buffer layer. The devices based on polymer thieno[3,4-b]thiophene/benzodithiophene:[6,6]-phenyl C71-butyric acid methyl ester (PTB7:PC71BM) with hybrid buffer layer exhibited an average power
Savo Lazic et al.
Photochemistry and photobiology, 93(5), 1248-1258 (2017-04-04)
Cancer remains a major global malaise requiring the advent of new, efficient and low-cost treatments. Photodynamic therapy, which combines a photosensitizer and photons to produce cytotoxic reactive oxygen species, has been established as an effective cancer treatment but has yet
Luiza Notini et al.
Environmental science & technology, 53(15), 8883-8891 (2019-07-10)
Surface defects have been shown to facilitate electron transfer between Fe(II) and goethite (α-FeOOH) in abiotic systems. It is unclear, however, whether defects also facilitate microbial goethite reduction in anoxic environments where electron transfer between cells and Fe(III) minerals is

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