2,2'-Bipyrimidine

2,2′-Bipyrimidine is an organic compound with the formula (C4H3N2)2. It is a derivative of the heterocycle pyrimidine. It is a white solid. The compound is used as a bridging ligand in coordination chemistry.[1]

2,2′-Bipyrimidine
Names
Preferred IUPAC name
2,2′-Bipyrimidine
Other names
2,2′-Dipyrimidine, bipyrimidyl
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.047.383
EC Number
  • 252-137-2
UNII
  • InChI=1S/C8H6N4/c1-3-9-7(10-4-1)8-11-5-2-6-12-8/h1-6H
    Key: HKOAFLAGUQUJQG-UHFFFAOYSA-N
  • C1=CN=C(N=C1)C2=NC=CC=N2
Properties
C8H6N4
Molar mass 158.164 g·mol−1
Appearance white solid
Melting point 113–115 °C (235–239 °F; 386–388 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2,2′-Bipyrimidines can be prepared by Ullmann coupling of 2-iodopyrimidines.[2]

References
  1. Periana, Roy A.; Taube, Douglas J.; Gamble, Scott; Taube, Henry; Satoh, Takashi; Fujii, Hiroshi (1998). "Platinum Catalysts for the High-Yield Oxidation of Methane to a Methanol Derivative". Science. 280 (5363): 560–564. Bibcode:1998Sci...280..560P. doi:10.1126/science.280.5363.560. PMID 9554841.
  2. Vlád, Gábor; Horváth, István T. (2002). "Improved synthesis of 2,2′-bipyrimidine". The Journal of Organic Chemistry. 67 (18): 6550–6552. doi:10.1021/jo0255781. PMID 12201781. S2CID 13374569.
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