Pyridine, 2,2'-(5-bromo-1,3-phenylene)bis-

Base Information

• Chemical Name: Pyridine, 2,2'-(5-bromo-1,3-phenylene)bis-
• CAS No.: 150239-89-7
• Molecular Formula: C16H11BrN2
• Molecular Weight: 311.181
• DSSTox Substance ID: DTXSID30451541
• Nikkaji Number: J1.167.099G
• Wikidata: Q82271611
• Mol file: 150239-89-7.mol

Synonyms:150239-89-7;2,2'-(5-Bromo-1,3-phenylene)dipyridine;Pyridine, 2,2'-(5-bromo-1,3-phenylene)bis-;2-(3-bromo-5-pyridin-2-ylphenyl)pyridine;3,5-di(2-pyridyl)bromobenzene;dipyridyl benzene;SCHEMBL9958239;3,5-di(pyrid-2-yl)bromobenzene;DTXSID30451541;WYBQKTWLOQGECX-UHFFFAOYSA-N;3,5-Bis(2-pyridyl)-bromobenzene;3,5-Bis(2-pyridyl)phenyl bromide;1-bromo-3,5-di(2-pyridyl)benzene;BS-50112;E85070;J-400332

Chemical Property of Pyridine, 2,2'-(5-bromo-1,3-phenylene)bis-

Chemical Property:

• Boiling Point: 421.5±35.0 °C(Predicted)
• PKA: 4.13±0.31(Predicted)
• PSA: 25.78000
• Density: 1.397±0.06 g/cm3(Predicted)
• LogP: 4.57310
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 310.01056
• Heavy Atom Count: 19
• Complexity: 258

Purity/Quality:

98.5% ^*data from raw suppliers

2,2'-(5-Bromo-1,3-phenylene)dipyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=CC(=CC(=C2)Br)C3=CC=CC=N3

Technology Process of Pyridine, 2,2'-(5-bromo-1,3-phenylene)bis-

There total 10 articles about Pyridine, 2,2'-(5-bromo-1,3-phenylene)bis- 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: 70.0%

1,3,5-trisbromobenzene (626-39-1) + pyridin-2-ylboronic acid dimethyl ester (136805-54-4) → 2,2'-(5-bromo-1,3-phenylene)dipyridine (150239-89-7)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hydroxide; In 1,2-dimethoxyethane; for 20h; Reflux;

DOI:10.1016/j.ica.2009.12.008

Reference yield: 66.0%

2-bromo-pyridine (109-04-6) + 1,3,5-trisbromobenzene (626-39-1) → 2,2'-(5-bromo-1,3-phenylene)dipyridine (150239-89-7)

Guidance literature:

2-bromo-pyridine; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

With zinc dichloro(N,N,N′,N′-tetramethylethylenediamine); In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

1,3,5-trisbromobenzene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 17h; Reflux;

Reference yield: 66.0%

→ 2,2'-(5-bromo-1,3-phenylene)dipyridine (150239-89-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 80 ℃; for 12h;

upstream raw materials:

1,3,5-trisbromobenzene

2-trimethylstannylpyridine

2-bromo-pyridine

pyridin-2-ylboronic acid dimethyl ester

Downstream raw materials:

diethyl 3,5-di(2-pyridyl)phenylphosphonate

C₁₈H₁₄N₂

3,5-di(pyrid-2-yl)-1,1′-biphenyl

C₂₂H₂₃BN₂O₂

Refernces

• 1、 Tang, Jian-Hong,Shao, Jiang-Yang,He, Yan-Qin,Wu, Si-Hai,Yao, Jiannian,Zhong, Yu-Wu. "Transition from a Metal-Localized Mixed-Valence Compound to a Fully Delocalized and Bridge-Biased Electrophore in a Ruthenium–Amine–Ruthenium Tricenter System". . p. 10341 - 10345. Retrieved 2016.
• 2、 -. "Condensed compound and organic light emitting diode comprising the same". Paragraph 0432; 0434; 0435. . Retrieved 2016/10/10.