6-BROMO-2,2':6',2''-TERPYRIDINE

Base Information

• Chemical Name: 6-BROMO-2,2':6',2''-TERPYRIDINE
• CAS No.: 100366-68-5
• Molecular Formula: C15H10BrN3
• Molecular Weight: 312.168
• Mol file: 100366-68-5.mol

Synonyms:6-Bromo-2,2':6',2''-terpyridine;

Chemical Property of 6-BROMO-2,2':6',2''-TERPYRIDINE

Chemical Property:

• Boiling Point: 438.5 °C at 760 mmHg
• Flash Point: 219 °C
• PSA: 38.67000
• Density: 1.446 g/cm³
• LogP: 3.96810

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-BROMO-2,2':6',2''-TERPYRIDINE

There total 14 articles about 6-BROMO-2,2':6',2''-TERPYRIDINE 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: 64.0%

2-(pyridin-2-yl)-6-(trimethylstannyl)pyridine + 2,6-Dibromopyridine (626-05-1) → 6-bromo-2,2':6',2''-terpyridine (100366-68-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In toluene; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c2dt31982a

Reference yield: 64.0%

1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide (26482-00-8) + N,N-dimethyl<3-(6'-bromo-2'-pyridyl)-3-oxopropyl>ammonium chloride (100366-65-2) → 6-bromo-2,2':6',2''-terpyridine (100366-68-5)

Guidance literature:

With ammonium acetate; In methanol; for 4h; Heating;

DOI:10.1039/DT9950003571 DOI:10.1039/DT9960004207

Reference yield: 52.4%

6,6'-Dibromo-2,2'-bipyridine (49669-22-9) + pyridin-2-ylzinc(II) bromide → 6-bromo-2,2':6',2''-terpyridine (100366-68-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 10 - 20 ℃;

DOI:10.1016/j.orgel.2010.09.004

upstream raw materials:

2,2':6,2''-terpyridine

2,6-Dibromopyridine

[2,2]bipyridinyl

Ethyl 6-(2,2'-pyridyl) sulfoxide

Downstream raw materials:

1,3,5-tris(2',2'',6'',2'''-terpyridin-6'-yl)benzene

1,3-bis(2,2';6',2-terpyridin-6-yl)-5-(2,2'-bipyridin-6-yl)benzene

1,3-bis(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-(2,2';6',2-terpyridin-6-yl)benzene

1,3-bis(2,2'-bipyridin-6-yl)-5-(2,2';6',2-terpyridin-6-yl)benzene

Refernces

• 1、 Stefankiewicz, Artur R.,Walesa-Chorab, Monika,Harrowfield, Jack,Kubicki, MacIej,Hnatejko, Zbigniew,Korabik, Maria,Patroniak, Violetta. "Self-assembly of transition metal ion complexes of a hybrid pyrazine-terpyridine ligand". . p. 1743 - 1751. Retrieved 2013.
• 2、 Derrick, Jeffrey S.,Loipersberger, Matthias,Chatterjee, Ruchira,Iovan, Diana A.,Smith, Peter T.,Chakarawet, Khetpakorn,Yano, Junko,Long, Jeffrey R.,Head-Gordon, Martin,Chang, Christopher J.. "Metal-Ligand Cooperativity via Exchange Coupling Promotes Iron- Catalyzed Electrochemical CO2Reduction at Low Overpotentials". . p. 20489 - 20501. Retrieved 2020.
• 3、 Ichikawa, Musubu,Wakabayashi, Kenta,Hayashi, Shuichi,Yokoyama, Norimasa,Koyama, Toshiki,Taniguchi, Yoshio. "Bi- or ter-pyridine tris-substituted benzenes as electron-transporting materials for organic light-emitting devices". experimental part. p. 1966 - 1973. Retrieved 2011/11/30.