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301868

Sigma-Aldrich

4,7-Phenanthroline

98%

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About This Item

Empirical Formula (Hill Notation):
C12H8N2
CAS Number:
Molecular Weight:
180.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

172-174 °C (lit.)

SMILES string

c1cnc2ccc3ncccc3c2c1

InChI

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

InChI key

DATYUTWESAKQQM-UHFFFAOYSA-N

General description

4,7-Phenanthroline reacts with ruthenium carbonyl to yield cyclometalated derivatives.

Application

4,7-Phenanthroline was used in preparation of:
  • cyclic tetranuclear half-sandwich ruthenium(II) complexes
  • positively charged homochiral cyclic trinuclear metallacalix[3]arene species

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Julien Frey et al.
Journal of the American Chemical Society, 130(33), 11013-11022 (2008-07-26)
Variously substituted coordinating rigid rods have been synthesized which incorporate a central 4,7-phenanthroline nucleus attached to two 2-pyridyl groups via its 3 and 8 positions, so as to yield bis-bidentate chelates, the two-coordinating axes of the chelates being parallel to
Miguel A Galindo et al.
Journal of inorganic biochemistry, 102(5-6), 1025-1032 (2008-01-12)
The reaction between [(eta(6)-p-cymene)Ru(H2O)3]X2 and 4,7-phenanthroline (phen) leads to the formation of the rectangular tetranuclear complexes [(eta(6)-p-cymene)4Ru4(mu-4,7-phen-N4,N7)(2)(mu-OH)4]X4 (X=NO3, 1a; SO3CF3, 1b) which have been structurally characterised by X-ray crystallography. 1H NMR spectroscopic studies suggest the presence of a partially dissociated
Bennett J D Datu et al.
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The exit from dauer in the free-living nematode Caenorhabditis elegans is under the control of a single amphidial neuron (ASJ) of the insulin-like signalling pathway. Mutations of this pathway have the ability to suppress entry into the dauer stage. It

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