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510556

Sigma-Aldrich

2,2′-Bipyrimidine

95%

Synonym(s):

2,2′-Dipyrimidyl

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About This Item

Empirical Formula (Hill Notation):
C8H6N4
CAS Number:
34671-83-5
Molecular Weight:
158.16
EC Number:
252-137-2
MDL number:
MFCD00014600
UNSPSC Code:
12352100
PubChem Substance ID:
24873511
NACRES:
NA.22

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
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)

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Four bridging bis chelate ligands with very low lying. Π* orbitals. MO perturbation calculations, electrochemistry, and spectroscopy of mononuclear and binuclear group 6 metal tetracarbonyl complexes.
Kaim W and Kohlmann S.
Inorganic Chemistry, 26(1), 68-77 (1987)
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)
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
Binuclear 2,2'-bipyrimidine complexes derived from chromium, molybdenum and tungsten carbonyls.
Overton C and Connor JA.
Polyhedron, 1(1), 53-56 (1982)
Synthesis, Structure, and Magnetic Properties of Co2{[N(CN)2]4bpym}?H2O and M{[N(CN)2]2bpym}?H2O (M= Mn, Fe, Co; bpym= 2,2'-Bipyrimidine).
Marshall SR, et al.
Inorganic Chemistry, 39(9), 1969-1973 (2000)
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