4,4'-bipyridyl

4,4′-Bipyridine

Names
IUPAC name 4,4′-Bipyridine
Identifiers
CAS Number	553-26-4 Y
3D model (JSmol)	Interactive image
Beilstein Reference	113176
ChEBI	CHEBI:30985 Y
ChEMBL	ChEMBL1374568
ChemSpider	10636 Y
ECHA InfoCard	100.008.216
EC Number	209-036-3
Gmelin Reference	3759
PubChem CID	11107
UNII	X4O2OD61CB
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 (abbreviated to 4,4′-bipy or 4,4′-bpy) 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′-Bipyridine can also mediate electronic effects between two paramagnetic metal centers.