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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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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