1437-15-6

Basic information

• Product Name: 1,2-BIS(2-PYRIDYL)ETHYLENE
• Synonyms: 1,2-BIS(2-PYRIDYL)ETHYLENE;1,2-DI(2-PYRIDYL)ETHYLENE;2,2'-VINYLENEDIPYRIDINE;2-[(E)-2-(2-Pyridinyl)ethenyl]pyridine;Pyridine, 2,2'-vinylenedi-;1,2-DI(2-PYRIDYL)ETHYLENE 97+%;1,2-Bis(2-pyridyl)ethene;1,2-Di(2-pyridinyl)ethene
• CAS NO: 1437-15-6
• Molecular Formula: C₁₂H₁₀N₂
• Molecular Weight: 182.22
• EINECS: 215-866-7
• Product Categories: Building Blocks;C12;Chemical Synthesis;Heterocyclic Building Blocks;Pyridines
• Mol File: 1437-15-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 118-119 °C(lit.)
• Boiling Point: 150-160 °C2 mm Hg(lit.)
• Flash Point: 118.9 °C
• Appearance: /
• Density: 1.1485 (rough estimate)
• Vapor Pressure: 0.000114mmHg at 25°C
• Refractive Index: 1.6266 (estimate)
• Solubility: soluble in Methanol
• PKA: 4.53±0.10(Predicted)
• CAS DataBase Reference: 1,2-BIS(2-PYRIDYL)ETHYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BIS(2-PYRIDYL)ETHYLENE(1437-15-6)
• EPA Substance Registry System: 1,2-BIS(2-PYRIDYL)ETHYLENE(1437-15-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 1437-15-6(Hazardous Substances Data)

Usage

General Description

1,2-BIS(2-PYRIDYL)ETHYLENE is a chemical compound with the molecular formula C14H12N2. It is a bidentate ligand often used in the coordination chemistry of transition metals, particularly in the formation of coordination complexes. It is widely utilized in the field of organic synthesis and catalysis due to its ability to effectively bind to metal ions and facilitate various chemical reactions. Furthermore, it has been studied for its potential applications in the development of new materials and pharmaceuticals. Its unique structure and properties make it a valuable tool in the field of chemical research and development.

InChI:InChI=1/C12H10N2/c1-3-9-13-11(5-1)7-8-12-6-2-4-10-14-12/h1-10H/b8-7+

Upstream product

• 109-06-8 α-picoline 
• 931-19-1 2-methylpyridine N-oxide 
• 17881-80-0 (2-picolyl)trimethylsilane 
• 98-95-3 nitrobenzene 
• 22353-29-3 4-methyl-N'-(pyridin-2-ylmethylene)benzenesulfonohydrazide 
• 82198-70-7 1,2-bis(2-pyridyl)ethane N-oxide 
• 4377-33-7 2-chloromethylpyridine 

Downstream Products

• 72709-28-5 1,2-Bis(2-pyridyl)-5-hexene 
• 72709-27-4 6-Bromo-1,2-bis(2-pyridyl)hexane 
• 72709-26-3 cis-1,2-Bis(2-pyridyl)cyclohexane 
• 72709-25-2 trans-1,2-Bis(2-pyridyl)cyclohexane 

Relevant articles and documents

Lithiation of 2-chloromethylpyridine: Synthesis of 2-oxiranyl pyridines

Deprotonation of 2-chloromethylpyridine 1a with lithium diisopropylamide (LDA) in tetrahydrofuran (THF) at -78°C gives a red solution of 2-pyridiylchloromethyllithium 1b, which reacts with carbonyl compounds furnishing oxiranes 2.

THERMOLYSIS OF SODIUM SALTS OF TOSYLHYDRAZONES OF SOME HETEROCYCLIC ALDEHYDES IN THE PRESENCE OF SILVER CHROMATE: 1,3 NC MIGRATION OF TOSYL GROUP

The thermal decompositions of sodium salts of tosylhydrazones of furfural, thiophene-2-aldehyde, 1-methylpyrrole-2-aldehyde, and pyridine-2-aldehyde in the presence of silver chromate gave 2-furyl(p-toluenesulfonyl)methane, thiophene-2-(p-toluenesulfonyl)methane, 1-methylpyrrole-2-(p-toluenesulfonyl)methane, and pyridine-2-(p-toluenesulfonyl)methane, respectively, via 1,3 NC migration of tosyl group.The same type of reactions with sodium salts of tosylhydrazones of thiophene-3-aldehyde, pyridine-3-aldehyde, and pyridine-4-aldehyde also afforded the corresponding p-toluenesulfonylmethanes but the yields were slightly lower comparing to the above cases.

Flash Vacuum Pyrolysis of Substituted Pyridine N-Oxides and Its Application to Syntheses of Heterocyclic Compounds

Flash vacuum pyrolysis of 2-picoline N-oxide gave 2-picoline, pyridine, 2-ethylpyridine, 2-vinylpyridine, 2-pyridylmethanol, bis(2-pyridyl)methane, 1,2-bis(2-pyridyl)ethane, and 1,2-bis(2-pyridyl)ethylene.These reactions are explained by intermediary participation of the 2-picolyl radical.Flash vacuum pyrolysis of methyl-substituted 2-benzylpyridine N-oxides led to methyl-substituted pyridoindoles or to benzoquinoline in moderate yields.