2,2′-Bipyridine

2,2′-Bipyridine
Names
	Preferred IUPAC name 2,2′-Bipyridine
	Other names Bipyridyl; Dipyridyl; Bipy; Bpy; Dipy
Identifiers
CAS Number	366-18-7 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	113089
ChEBI	CHEBI:30351 ;
ChEMBL	ChEMBL39879 ;
ChemSpider	13867714 ;
ECHA InfoCard	100.006.069
EC Number	206-674-4 923-456-0;
Gmelin Reference	3720 936807
PubChem CID	1474;
RTECS number	DW1750000;
UNII	551W113ZEP ;
CompTox Dashboard (EPA)	DTXSID9040635 ;
	InChI InChI=1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H Key: ROFVEXUMMXZLPA-UHFFFAOYSA-N ; InChI=1/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H Key: ROFVEXUMMXZLPA-UHFFFAOYAP;
	SMILES n1ccccc1-c2ccccn2;
Properties
Chemical formula	(C5H4N)2
Molar mass	156.18
Appearance	Colorless solid
Melting point	70 to 73 °C (158 to 163 °F; 343 to 346 K)
Boiling point	273 °C (523 °F; 546 K)
Structure
Dipole moment	0 D
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	toxic
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H302, H311, H312, H319, H412
Precautionary statements	P264, P270, P273, P280, P301+P310, P301+P312, P302+P352, P305+P351+P338, P312, P321, P322, P330, P337+P313, P361, P363, P405, P501
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	15-78 mg/kg (oral, rat); 20-140 mg/kg (oral, mouse)
Related compounds
Related compounds	4,4′-Bipyridine; Pyridine; Phenanthroline; 3-Pyridylnicotinamide; Terpyridine; Biphenyl
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

2,2′-Bipyridine (bipy or bpy, pronounced /ˈbɪpiː/) is an organic compound with the formula (C₅H₄N)₂. This colorless solid is an important isomer of the bipyridine family. It is a bidentate chelating ligand, forming complexes with many transition metals. Ruthenium and platinum complexes of bipy exhibit intense luminescence.

Names




Preferred IUPAC name 2,2′-Bipyridine
Other names Bipyridyl Dipyridyl Bipy Bpy Dipy
Identifiers
CAS Number	366-18-7^Y
3D model (JSmol)	Interactive image
Beilstein Reference	113089
ChEBI	CHEBI:30351^Y
ChEMBL	ChEMBL39879^Y
ChemSpider	13867714^Y
ECHA InfoCard	100.006.069
EC Number	206-674-4 923-456-0
Gmelin Reference	3720 936807
PubChem CID	1474
RTECS number	DW1750000
UNII	551W113ZEP^Y
CompTox Dashboard (EPA)	DTXSID9040635
InChI InChI=1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H^Y Key: ROFVEXUMMXZLPA-UHFFFAOYSA-N^Y InChI=1/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H Key: ROFVEXUMMXZLPA-UHFFFAOYAP
SMILES n1ccccc1-c2ccccn2
Properties
Chemical formula	(C₅H₄N)₂
Molar mass	156.18
Appearance	Colorless solid
Melting point	70 to 73 °C (158 to 163 °F; 343 to 346 K)
Boiling point	273 °C (523 °F; 546 K)
Structure
Dipole moment	0 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	toxic
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H302, H311, H312, H319, H412
Precautionary statements	P264, P270, P273, P280, P301+P310, P301+P312, P302+P352, P305+P351+P338, P312, P321, P322, P330, P337+P313, P361, P363, P405, P501
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	15-78 mg/kg (oral, rat); 20-140 mg/kg (oral, mouse)
Related compounds
Related compounds	4,4′-Bipyridine Pyridine Phenanthroline 3-Pyridylnicotinamide Terpyridine Biphenyl
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references