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495557

Sigma-Aldrich

Tetra-2-pyridinylpyrazine

97%

Synonym(s):

2,3,5,6-Tetra(2-pyridyl)pyrazine, 2,3,5,6-Tetra(2′-pyridyl)pyrazine, 2,3,5,6-Tetra-2-pyridinylpyrazine, 2,3,5,6-Tetrakis(α-pyridyl)pyrazine, 2,3,5,6-Tetrakis(2-pyridinyl)pyrazine, 2,3,5,6-Tetrakis(2-pyridyl)pyrazine, 2,3,5,6-Tetrakis(2′-pyridyl)pyrazine, Tetra(2-pyridyl)pyrazine, Tetra-2′-pyridylpyrazine

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About This Item

Empirical Formula (Hill Notation):
C24H16N6
CAS Number:
25005-97-4
Molecular Weight:
388.42
MDL number:
MFCD00014608
UNSPSC Code:
12352100
PubChem Substance ID:
24872981
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

292-294 °C (lit.)

SMILES string

c1ccc(nc1)-c2nc(-c3ccccn3)c(nc2-c4ccccn4)-c5ccccn5

InChI

1S/C24H16N6/c1-5-13-25-17(9-1)21-22(18-10-2-6-14-26-18)30-24(20-12-4-8-16-28-20)23(29-21)19-11-3-7-15-27-19/h1-16H

InChI key

UOJZYBFRNITHCX-UHFFFAOYSA-N

General description

Tetra-2-pyridinylpyrazine (TPP) or 2,3,5,6-tetra-2-pyridinylpyrazine (tppz) is a poly-N-donor ligand.

Application

Tetra-2-pyridinylpyrazine (tppz, tpyprz) may be used as a ligand in the synthesis of the following metal complexes:
  • [{CuCl}2(μ-tppz)][PF6]2 (PF6=hexafluorophosphate)
  • [(Cp*2Ln)2(μ-tppz.)](BPh4) (Cp*=pentamethylcyclopentadienyl; Ln=Gd, Tb, Dy; BPh4=tetraphenyl borate)
  • [Fe(tpyprz)2]2[Mo8O26]·3.7H2O (Mo8O26=octamolybdate)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCN6457
MKBS5441V
MKBK4417V
MKAA2540V
MKAA2540

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Dinuclear copper (II) chloro complex of the ligand 2,3,5,6-tetra(2-pyridyl) pyrazine.
Hadadzadeh H, et al.
Inorgorganica Chimica Acta, 358(4), 1289-1292 (2005)
Rhodium Colloidal Suspensions Stabilised by Poly-N-donor Ligands in Non-Aqueous Ionic Liquids: Preliminary Investigation into the Catalytic Hydrogenation of Arenes.
Leger B, et al.
ChemSusChem, 1(12), 984-987 (2008)
A new octamolybdate: observation of the Θ-isomer in [[Fe(tpyprz)2]2[Mo8O26]?3.7H2O (tpyprz= tetra-2-pyridylpyrazine).
Allis DG, et al.
Polyhedron, 23(7), 1145-1152 (2004)
Exchange coupling and magnetic blocking in dilanthanide complexes bridged by the multi-electron redox-active ligand 2,3,5,6-tetra (2-pyridyl) pyrazine.
Demir S, et al.
Chemical Science, 5(12), 4701-4711 (2014)

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