4-Methyl-4'-vinyl-2,2'-bipyridine

Base Information

• Chemical Name: 4-Methyl-4'-vinyl-2,2'-bipyridine
• CAS No.: 74173-48-1
• Molecular Formula: C₁₃H₁₂N₂
• Molecular Weight: 196.252
• Hs Code.: 2933399090
• European Community (EC) Number: 863-214-0
• DSSTox Substance ID: DTXSID80432103
• Nikkaji Number: J284.370F
• Wikidata: Q82246164
• Mol file: 74173-48-1.mol

Synonyms:4-Methyl-4'-vinyl-2,2'-bipyridine;74173-48-1;2-(4-ethenylpyridin-2-yl)-4-methylpyridine;4-VINYL-4'-METHYL-2,2'-BIPYRIDINE;2,2'-Bipyridine, 4-ethenyl-4'-methyl-;4-Ethenyl-4'-methyl-2,2'-bipyridine;SCHEMBL1149763;DTXSID80432103;ZCA17348;MFCD22572895;4'-Vinyl-4-methyl-2,2'-bipyridine;AKOS022175057;CS-W022213;AS-76849;EN300-2831285;A865946;J-400664

Chemical Property of 4-Methyl-4'-vinyl-2,2'-bipyridine

Chemical Property:

• Boiling Point: 347.3±30.0 °C(Predicted)
• PKA: 4.68±0.30(Predicted)
• PSA: 25.78000
• Density: 1.070±0.06 g/cm3(Predicted)
• LogP: 3.09500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 196.100048391
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

4'-Methyl-4-vinyl-[2,2']bipyridinyl 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1)C2=NC=CC(=C2)C=C

Technology Process of 4-Methyl-4'-vinyl-2,2'-bipyridine

There total 8 articles about 4-Methyl-4'-vinyl-2,2'-bipyridine 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: 91.0%

4-hydroxyethyl-4’-methyl-2,2’-bipyridine (74173-47-0) → 4-vinyl-4'-methyl-2,2'-bipyridine (74173-48-1)

Guidance literature:

With potassium tert-butylate; p-toluenesulfonyl chloride; In tetrahydrofuran; at -10 ℃; for 2.25h;

DOI:10.1039/c0cc01827a

Reference yield: 81.0%

4-(2-methoxyethyl)-4'-methyl-2,2'-bipyridine (95314-35-5) → 4-vinyl-4'-methyl-2,2'-bipyridine (74173-48-1)

Guidance literature:

With potassium tert-butylate;

DOI:10.1002/hlca.19940770134

Reference yield: 78.0%

4-(2-bromoethyl)-4'-methyl-2,2'-bipyridine (104704-10-1) → 4-vinyl-4'-methyl-2,2'-bipyridine (74173-48-1)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In acetone; Heating;

DOI:10.1039/b103792g

upstream raw materials:

4,4'-dimethyl-2,2'-bipyridines

4-(2-bromoethyl)-4'-methyl-2,2'-bipyridine

4-hydroxyethyl-4’-methyl-2,2’-bipyridine

4-(2-methoxyethyl)-4'-methyl-2,2'-bipyridine

Refernces

• 1、 Zhao, Wenyuan,Marfurt, Judith,Walder, Lorenz. "Organic Diodes Based on Redox-Polymer Bilayer-Film-Modified Electrodes". . p. 351 - 371. Retrieved 1994.
• 2、 Fang, Zhen,Keinan, Shahar,Alibabaei, Leila,Luo, Hanlin,Ito, Akitaka,Meyer, Thomas J.. "Controlled electropolymerization of ruthenium(II) vinylbipyridyl complexes in mesoporous nanoparticle films of TiO2". . p. 4872 - 4876. Retrieved 2014.
• 3、 Abruna,Denisevich,Umana,Meyer, Thomas J.,Murray, Royce W.. "Rectifying interfaces using two-layer films of electrochemically polymerized vinylpyridine and vinylbipyridine complexes of ruthenium and iron on electrodes". . p. 1 - 5. Retrieved 1981.
• 4、 Metz, Stefan,Bernhard, Stefan. "Robust photocatalytic water reduction with cyclometalated Ir(iii) 4-vinyl-2,2′-bipyridine complexes". supporting information; experimental part. p. 7551 - 7553. Retrieved 2010/12/19.