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'-Dipyridyl; 2,2'-Bipyridyl; 366-18-7; Bipyridine; 2,2'-Dipyridine
IUPAC Name
2-pyridin-2-ylpyridine
Canonical 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
273ºC
Melting Point
70-73ºC
Flash Point
Not applicable
Purity
95%
Density
272
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)
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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