Skip to Content
Merck
All Photos(1)

Key Documents

510556

Sigma-Aldrich

2,2′-Bipyrimidine

95%

Synonym(s):

2,2′-Dipyrimidyl

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H6N4
CAS Number:
Molecular Weight:
158.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service