4,4'-bipyridine

4,4'-Bipyridine
Names


IUPAC name 4,4'-Bipyridine
Identifiers
CAS Number	553-26-4^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:30985^N
ChemSpider	10636^Y
ECHA InfoCard	100.008.216
InChI InChI=1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H^N Key: MWVTWFVJZLCBMC-UHFFFAOYSA-N^N
SMILES c1cnccc1-c2ccncc2
Properties
Chemical formula	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
Dipole moment	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).
N (what is ^YN ?)
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. 4,4'-bpy can also mediate electronic effects between two paramagnetic metal centers.

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