1,2-Di(2-pyridyl)ethylene

Base Information

• Chemical Name: 1,2-Di(2-pyridyl)ethylene
• CAS No.: 13341-40-7
• Molecular Formula: C12H10N2
• Molecular Weight: 182.225
• European Community (EC) Number: 215-866-7
• NSC Number: 9489
• DSSTox Substance ID: DTXSID60871839
• Nikkaji Number: J187.520E,J208.096F
• Wikidata: Q63408675
• ChEMBL ID: CHEMBL67376
• Mol file: 13341-40-7.mol

Synonyms:1,2-bis(2-pyridyl)ethylene;2PY-e cpd

Chemical Property of 1,2-Di(2-pyridyl)ethylene

Chemical Property:

• Boiling Point: 346.6°Cat760mmHg
• Flash Point: 118.9°C
• PSA: 25.78000
• Density: 1.145g/cm³
• LogP: 2.64700
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.084398327
• Heavy Atom Count: 14
• Complexity: 169

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC=NC(=C1)C=CC2=CC=CC=N2
• Isomeric SMILES: C1=CC=NC(=C1)/C=C/C2=CC=CC=N2

Technology Process of 1,2-Di(2-pyridyl)ethylene

There total 4 articles about 1,2-Di(2-pyridyl)ethylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

2-chloromethylpyridine (4377-33-7) → (E)-1,2-bis(2-pyridyl)ethene (13341-40-7)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -98 - 20 ℃; for 7h;

DOI:10.1021/jo026661r

Reference yield: 18.5%

2-chloromethylpyridine (4377-33-7) + sodium acetylide (1066-26-8) → bis[1-bis(2-pyridylmethyl),1 (pyridyl)]butyne + bis(2-pyridylmethyl)(pyridyl)propyne (51510-19-1) + (E)-1,2-bis(2-pyridyl)ethene (13341-40-7)

Guidance literature:

With ammonia; In 5,5-dimethyl-1,3-cyclohexadiene; mineral oil; at -70 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.inorgchem.5b01096

Reference yield: 7.0%

triazolopyridine (274-59-9) → 2-pyridylmethyl ethyl ether (21897-20-1) + (E)-1,2-bis(2-pyridyl)ethene (13341-40-7)

Guidance literature:

With palladium on activated charcoal; In ethanol; at 150 ℃; for 24h; Reagent/catalyst; Autoclave;

DOI:10.3998/ark.5550190.p008.227

upstream raw materials:

(2-picolyl)trimethylsilane

(E)-N-(2-pyridylmethylene)aniline

2-chloromethylpyridine

triazolopyridine

Downstream raw materials:

[1-(diphenylphosphinoyl)-1-(pyridin-2-yl)-methyl]pyridine

2,2’-(1-phenylethane-1,2-diyl)dipyridine

Refernces

• 1、 Schwan, Adrian L.. "A new role for sulfenate anions: Organocatalysis". . p. 226 - 227. Retrieved 2015/03/03.
• 2、 Abarca, Belen,Adam, Rosa,Alom, Shamim,Ballesteros, Rafael,Lopez-Molina, Sonia. "Triazolopyridines. Part 30.1 Hydrogen transfer reactions; Pyridylcarbene formation". . p. 175 - 186. Retrieved 2014/03/21.