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Merck
CN

162884

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

≥98%

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About This Item

Empirical Formula (Hill Notation):
C16H16N2
CAS Number:
Molecular Weight:
236.31
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
216-762-4
MDL number:
Assay:
≥98%
Form:
powder
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Quality Level

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

11 - Combustible Solids

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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)
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)
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.