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162884

Sigma-Aldrich

3,4,7,8-Tetramethyl-1,10-phenanthroline

≥98%

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About This Item

Empirical Formula (Hill Notation):
C16H16N2
CAS Number:
1660-93-1
Molecular Weight:
236.31
EC Number:
216-762-4
MDL number:
MFCD00004974
UNSPSC Code:
12352100
PubChem Substance ID:
24850010
NACRES:
NA.22

Quality Level

200

Assay

≥98%

form

powder

reaction suitability

reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation

mp

277-280 °C (lit.)

solubility

95% ethanol: soluble 50 mg/mL, clear to hazy, colorless to dark yellow

SMILES string

Cc1cnc2c(ccc3c(C)c(C)cnc23)c1C

InChI

1S/C16H16N2/c1-9-7-17-15-13(11(9)3)5-6-14-12(4)10(2)8-18-16(14)15/h5-8H,1-4H3

InChI key

NPAXPTHCUCUHPT-UHFFFAOYSA-N

General description

3,4,7,8-Tetramethyl-1,10-phenanthroline is a metal-chelating agent. It acts as ligand and forms dinuclear Cu(II) hypocrellin B complexes. It also forms tetraaqua(3,4,7,8-tetramethyl-1,10-phenanthroline-kappa2N,N′)zinc(II) thiosulfate complex with zinc.

Application

3,4,7,8-Tetramethyl-1,10-phenanthroline was used in the synthesis of heteroleptic cationic Ir(III) complex, 3,4,7,8-tetramethyl-1,10-phenanthroline-bis[2-(2′,4′-difluorophenyl)pyridine]iridium(III) hexafluorophosphate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBX5934
BCBW7379
BCBV0462
BCBR5227V
BCBR4122V

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Actions of an inert nickel (II) chelate of tetramethyl-1,10-phenanthroline at calcium-dependent sites on the guinea-pig isolated atrium.
H J Grossman et al.
Methods and findings in experimental and clinical pharmacology, 1(4), 239-260 (1979-10-01)
Origin of the large spectral shift in electroluminescence in a blue light emitting cationic iridium (III) complex.
Bolink HJ, et al.
Journal of Materials Chemistry, 17(48), 5032-5041 (2007)
Yi Sun et al.
Inorganic chemistry, 49(21), 10108-10116 (2010-09-30)
Five new dinuclear Cu(II) complexes were designed and synthesized, using hypocrellin B, a naturally occurring photosensitizer that has received extensive studies as promising photodynamic therapy (PDT) agent, as bridging ligand, and five kinds of diimine ligands, including 2,2'-bipyridine (bpy), 1,10-phenanthroline
M Enriqueta Díaz de Vivar et al.
Acta crystallographica. Section C, Crystal structure communications, 60(Pt 9), m451-m453 (2004-09-04)
In the title complex of zinc(II) with 3,4,7,8-tetramethyl-1,10-phenanthroline (tmph), viz. [Zn(C16H16N2)(H2O)4](S2O3), the metal atom has a monomeric octahedral ZnN2O4 complex environment comprising two N-atom donors from the tmph group and four aqua O-atom donors. The complex cation is connected to
Pui-Kei Lee et al.
Dalton transactions (Cambridge, England : 2003), 40(10), 2180-2189 (2010-08-19)
Four new luminescent cyclometallated iridium(III) bis(quinolylbenzaldehyde) diimine complexes [Ir(qba)(2)(N⁁N)](PF(6)) (Hqba = 4-(2-quinolyl)benzaldehyde, N⁁N = 2,2'-bipyridine, bpy (1); 1,10-phenanthroline, phen (2); 3,4,7,8-tetramethyl-1,10-phenanthroline, Me(4)-phen (3); 4,7-diphenyl-1,10-phenanthroline, Ph(2)-phen (4)) have been synthesised and characterised, and their electronic absorption, emission and electrochemical properties investigated.
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