2,2'-Dipyridyl
Product Information
Molecular Formula
C10H8N2
Molecular Weight
156.19
Description
2,2'-Bipyridyl has been used in the preparation of copper(II)-bipyridine-naringenin complex. It may be used in the preparation of 2,2'-bipyridyl hydrobromide.
Synonyms
2,2'-Bipyridine; 2,2'-Bipyridyl; Bipyridine; 2,2'-Dipyridine
IUPAC Name
2-pyridin-2-ylpyridine
SMILES
C1=CC=NC(=C1)C2=CC=CC=N2
InChI
InChI=1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H
InChI Key
ROFVEXUMMXZLPA-UHFFFAOYSA-N
Boiling Point
273°C
Melting Point
70-73°C
Flash Point
Not applicable
Purity
95%
Solubility
Very sol in alcohol, ether, and benzene
Appearance
white to off-white powder
Application
Used as an iron chelating agent, indicator for photometric determination of metals (Ag, Cd, Cu, Fe, and Mo), and chemical intermediate in the production of the herbicide diquat; Formed as a pyrolysis product in tobacco smoke and also from the degradation of the herbicide paraquat.
Storage
Store at RT.
Refractive Index
1.62
LogP
log Kow= 1.50
Vapor Pressure
0.000013 [mmHg]
Decomposition
When heated to decomposition it emits toxic fumes of /nitrogen oxides.
Dissociation Constants
pKa = 4.33 (conjugate acid)
Safety Information
Hazards
H301 H315 H319 H341
Precautionary Statement
P501 P270 P202 P201 P264 P280 P302 + P352 P308 + P313 P337 + P313 P305 + P351 + P338 P362+P364 P332 + P313 P301 + P310 + P330 :P405
Computed Properties
XLogP3
1.7
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
156.068748264 g/mol
Monoisotopic Mass
156.068748264 g/mol
Topological Polar Surface Area
25.8Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
120
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-10975102-B1 | Heterocyclic diazenyl pyridinone copper(II) complexes as pharmacological antitumor agents | 2020-09-21 |
| US-10869845-B1 | Ephedrine compositions and methods | 2020-01-22 |
| EP-3842501-A1 | An omniphobic and biocide sol-gel coating composition | 2019-12-23 |
| US-2021190718-A1 | Analyte Sensors and Sensing Methods Featuring Low-Potential Detection | 2019-12-23 |
| US-2021190719-A1 | Analyte sensors and sensing methods featuring low-potential detection | 2019-12-23 |
| US-2021189105-A1 | Composite electrolytes with binders | 2019-12-20 |
| US-2021194039-A1 | Composite electrolytes with binders | 2019-12-20 |
| WO-2021120835-A1 | Nitrogen-containing compound, organic electroluminescent device, and electronic apparatus | 2019-12-20 |
| WO-2021122272-A1 | Low volatile polyamine salts of anionic pesticides | 2019-12-20 |
| WO-2021125552-A1 | Novel compound and organic light-emitting diode comprising same | 2019-12-20 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 26945724 | 2016-04-15 | Iron depletion in HCT116 cells diminishes the upregulatory effect of phenethyl isothiocyanate on heme oxygenase-1 | Toxicology and applied pharmacology |
| 26341650 | 2015-10-05 | Pyrazolone incorporating bipyridyl metallointercalators as effective DNA, protein and lung cancer targets: Synthesis, characterization and in vitro biocidal evaluation | Chemico-biological interactions |
| 24570342 | 2014-08-01 | Long-term low-dose exposure of human urothelial cells to sodium arsenite activates lipocalin-2 via promoter hypomethylation | Archives of toxicology |
| 23634668 | 2013-05-23 | Pyridinylquinazolines selectively inhibit human methionine aminopeptidase-1 in cells | Journal of medicinal chemistry |
| 23534408 | 2013-04-15 | L-tyrosinatonickel(II) complex: synthesis and structural, spectroscopic, magnetic, and biological properties of 2{[Ni(L-Tyr)2(bpy)]}·3H2O·CH3OH | Inorganic chemistry |
| 22990387 | 2012-11-14 | A mononuclear ruthenium complex showing multiple proton-coupled electron transfer toward multi-electron transfer reactions | Dalton transactions (Cambridge, England : 2003) |
| 23011444 | 2012-11-14 | Inorganic photoisomerization: the case study of rhenium(I) complexes | Dalton transactions (Cambridge, England : 2003) |
| 22968940 | 2012-11-07 | Bifunctional 3D Cu-MOFs containing glutarates and bipyridyl ligands: selective CO2 sorption and heterogeneous catalysis | Dalton transactions (Cambridge, England : 2003) |
| 22970430 | 2012-11-07 | Surface-enhanced Raman scattering-active gold nanoparticles modified with a monolayer of silver film | The Analyst |
| 22975792 | 2012-11-07 | V(IV)O and Cu(II) complexation by ligands based on pyridine nitrogen donors | Dalton transactions (Cambridge, England : 2003) |
