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510556

Sigma-Aldrich

2,2′-Bipyrimidine

95%

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Synonym(s):
2,2′-Dipyrimidyl
Empirical Formula (Hill Notation):
C8H6N4
CAS Number:
Molecular Weight:
158.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

mp

112-116 °C (lit.)

SMILES string

c1cnc(nc1)-c2ncccn2

InChI

1S/C8H6N4/c1-3-9-7(10-4-1)8-11-5-2-6-12-8/h1-6H

InChI key

HKOAFLAGUQUJQG-UHFFFAOYSA-N

General description

2,2′-Bipyrimidine (bpym) is a bridging, Π-delocalized bis chelate ligand that complexes with metal ions to form mononuclear and binuclear complexes. The photoluminescence characteristics of 2,2′-bipyrimidine/lanthanide ion complexes have been studied.

Application

2,2′-Bipyrimidine (bpym) may be used as a ligand in the synthesis of the following complexes: [Mn2(bpym)(N3)4] where N3 = azide
  • [Fe(bt)(NCS)2]2bpym, where bt = 2,2′-bi-2-thiazoline and NCS = isocyanate
  • Co2{[N(CN)2]4bpym}·H2O and Co{[N(CN)2]2bpym}·H2O
  • [MoM(CO)8(bpym)] where M = Cr, Mo, W

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Mehdi Elsayed Moussa et al.
European journal of inorganic chemistry, 2016(28), 4538-4541 (2016-11-22)
The three-component reaction of the tetrahedral diphosphorus complex [Cp
Two-step spin crossover in the new dinuclear compound [Fe(bt)(NCS)2]2bpym, with bt=2,2'-bi-2-thiazoline and bpym=2,2'-bipyrimidine: experimental investigation and theoretical approach.
Real JA, et al.
Journal of the American Chemical Society, 114(12), 4650-4658 (1992)
Binuclear 2,2'-bipyrimidine complexes derived from chromium, molybdenum and tungsten carbonyls.
Overton C and Connor JA.
Polyhedron, 1(1), 53-56 (1982)
Kitty Y Chen et al.
Dalton transactions (Cambridge, England : 2003), 47(34), 11942-11952 (2018-07-22)
We report a series of structurally analogous cobalt mediators related to [Co-bpy]Z (bpy = 2,2'-bipyrimidine, Z = 2+ or 3+) to demonstrate a linear relationship between the redox potential of the Co(iii/ii)-based redox couple (Emed) and open-circuit voltage (VOC) of
Azido and 2,2'-Bipyrimidine Ligands as Useful Tools in Designing Two-and Three-Dimensional Manganese (II) Networks.
De Munno GG, et al.
Angewandte Chemie (International Edition in English), 35(16), 1807-1810 (1996)

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