4,4'-Bipyridine

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4,4'-Bipyridine
4,4'-bipyridine
4,4'-bipy molecule
Names
IUPAC name
4,4'-Bipyridine
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.216
Properties
C10H8N2
Molar mass 156.19 g·mol−1
Melting point 114 °C (237 °F; 387 K)
Boiling point 305 °C (581 °F; 578 K)
Structure
0 D
Related compounds
Related compounds
2,2'-bipyridine
Pyridine
4-Pyridylnicotinamide
Terpyridine
Biphenyl
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

4,4'-Bipyridine (4,4'-bipy) is a bipyridine which is mainly used as a precursor to N,N'-dimethyl-4,4'-bipyridinium [(C5H4NCH3)2]2+, known as paraquat. This species is electroactive, and its toxicity arises from the ability of this dication to interrupt biological electron transfer. Because of its structure, 4,4'-bipyridine can bridge between metal centres to give coordination polymers.[1] 4,4'-bpy can also mediate electronic effects between two paramagnetic metal centers.[2]

References[edit]

  1. ^ Biradha, K.; Sarkar, M.; Rajput, L. (2006). "Crystal engineering of coordination polymers using 4,4'-bipyridine as a bond between transition metal atoms". Chemical Communications (40): 4169–79. doi:10.1039/B606184B. PMID 17031423. 
  2. ^ Zeng, M. H.; Zhang, W. X.; Sun, X. Z.; Chen, X. M. (2005). "Spin Canting and Metamagnetism in a 3D Homometallic Molecular Material Constructed by Interpenetration of Two Kinds of Cobalt(II)-Coordination-Polymer Sheets". Angewandte Chemie International Edition. 44 (20): 3079. doi:10.1002/anie.200462463. PMID 15770632.