6,6'-Dibromo-2,2'-dipyridyl

Base Information

• Chemical Name: 6,6'-Dibromo-2,2'-dipyridyl
• CAS No.: 49669-22-9
• Molecular Formula: C10H6Br2N2
• Molecular Weight: 313.979
• Hs Code.: 2933399090
• Mol file: 49669-22-9.mol

Synonyms:6,6′-Dibromo-2,2′-dipyridyl; 2-bromo-6-(6-bromopyridin-2-yl)pyridine; 6,6'-Dibromo-2,2'-bipyridyl;

Chemical Property of 6,6'-Dibromo-2,2'-dipyridyl

Chemical Property:

• Melting Point: 220-223oC
• Boiling Point: 369.4oC at 760 mmHg
• PKA: -0.44±0.22(Predicted)
• Flash Point: 177.2oC
• PSA: 25.78000
• Density: 1.809g/cm3
• LogP: 3.66860
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

6,6''-Dibromo-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 6,6''-Dibromo-2,2''-bipyridine is used as a catalyst for the preparation of iodoesters through copper-catalyzed [2,3]-and [1,2]-rearrangements of diazoesters and allylic iodides.

Technology Process of 6,6'-Dibromo-2,2'-dipyridyl

There total 7 articles about 6,6'-Dibromo-2,2'-dipyridyl 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: 71.0%

2,6-Dibromopyridine (626-05-1) + ethyl (4-tert-butyldimethylsilyloxyphenyl)glyoxylate (153025-65-1) → 6,6'-Dibromo-2,2'-bipyridine (49669-22-9) + (6-Bromo-pyridin-2-yl)-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methanone + Bis(6-bromo-2-pyridyl)<4-((tert-butyldimethylsilyl)oxy)phenyl>methanol (161584-87-8)

Guidance literature:

With n-butyllithium; In diethyl ether; Yields of byproduct given; 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h; -78 deg C to r.t. 30 min, then r.t., 1 h;

DOI:10.1021/jo00111a038

Reference yield: 71.0%

2,6-Dibromopyridine (626-05-1) + Bis(1-oxo-2-pyridyl)methoxy<4-((tert-butyldimethylsilyl)oxy)phenyl>methane (161584-76-5) → 6,6'-Dibromo-2,2'-bipyridine (49669-22-9) + (6-Bromo-pyridin-2-yl)-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methanone + Bis(6-bromo-2-pyridyl)<4-((tert-butyldimethylsilyl)oxy)phenyl>methanol (161584-87-8)

Guidance literature:

With n-butyllithium; In diethyl ether; Yield given; 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h; -78 deg C to r.t. 30 min, then r.t., 1 h;

DOI:10.1021/jo00111a038

Reference yield: 56.0%

2,6-Dibromopyridine (626-05-1) → 6,6'-Dibromo-2,2'-bipyridine (49669-22-9) + 6,6-dibromo-2,2':6',2-terpyridine (100366-66-3)

Guidance literature:

With bis(bipyridine)nickel(II) bromide; sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 3.3h; Electrochemical reaction; Inert atmosphere;

DOI:10.1016/j.tet.2012.01.017

upstream raw materials:

[2,2]bipyridinyl

2-bromo-pyridine

ethyl (4-tert-butyldimethylsilyloxyphenyl)glyoxylate

2,6-Dibromopyridine

Downstream raw materials:

2,2':6',2'':6'',2'''-quaterpyridine

(2,2':6',2'':6'',2''':6''',2'''':6'''',2'''''-sexipyridine)

6,6'-diacetyl-2,2'-bipyridine

6,6'-bis(4-(methoxymethyl)phenyl)-2,2'-bipyridine

Refernces

• 1、 Levacher, Vincent,Moberg, Christina. "Preparation of Dipyridylmethane Ligands with Pseudo-C2 Symmetry. Grafting on Polystyrenes via Transformation to Phenolic Derivatives". . p. 1755 - 1762. Retrieved 2007/10/02.