2-Bromo-6-phenylpyridine

Base Information

• Chemical Name: 2-Bromo-6-phenylpyridine
• CAS No.: 39774-26-0
• Molecular Formula: C11H8BrN
• Molecular Weight: 234.095
• Hs Code.: 2933399090
• European Community (EC) Number: 833-780-3
• DSSTox Substance ID: DTXSID50340943
• Nikkaji Number: J1.106.600C
• Wikidata: Q72511290
• Mol file: 39774-26-0.mol

Synonyms:2-Bromo-6-phenylpyridine;39774-26-0;Pyridine, 2-bromo-6-phenyl-;MFCD00234691;6-bromo-2-phenylpyridine;2-bromo-6-phenyl pyridine;2-Bromo-6-phenyl-pyridine;SCHEMBL3768;2-Bromo-6-phenylpyridine #;DTXSID50340943;AKOS005266470;AC-23440;SY040479;TS-00645;AM20051150;B5150;CS-0095767;FT-0611516;A21830;F30275;EN300-7358504;AC-907/25005088;J-508492

Chemical Property of 2-Bromo-6-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.000825mmHg at 25°C
• Melting Point: 50.0 to 54.0 °C
• Refractive Index: 1.606
• Boiling Point: 315.1 °C at 760 mmHg
• PKA: 0.00±0.10(Predicted)
• Flash Point: 144.4 °C
• PSA: 12.89000
• Density: 1.426 g/cm³
• LogP: 3.51110
• Storage Temp.: Room temperature.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 232.98401
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

99.0%Min ^*data from raw suppliers

2-Bromo-6-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-6-phenylpyridine

There total 15 articles about 2-Bromo-6-phenylpyridine 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: 100.0%

2-phenylpyridine (1008-89-5) → 2-bromo-6-phenylpyridine (39774-26-0)

Guidance literature:

2-phenylpyridine; With n-butyllithium; 2-(N,N-dimethylamino)ethanol; In hexane; at 0 ℃; for 1h;

With carbon tetrabromide; In hexane; at -78 - 20 ℃;

DOI:10.1002/ejoc.200701200

Reference yield: 93.0%

2,6-Dibromopyridine (626-05-1) + phenylboronic acid (98-80-6) → 2-bromo-6-phenylpyridine (39774-26-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutylammomium bromide; potassium carbonate; In 1,4-dioxane; water; at 40 ℃; for 1h; Inert atmosphere;

Reference yield: 86.0%

2,6-Dibromopyridine (626-05-1) + triphenylbismuthane (603-33-8) → 2-bromo-6-phenylpyridine (39774-26-0)

Guidance literature:

With potassium acetate; palladium diacetate; triphenylphosphine; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201402455

upstream raw materials:

6-phenylpyridin-2-amine

phenylmagnesium chloride

phenyl 6-bromopyridine-2-sulfone

2-phenylpyridine

Downstream raw materials:

2-phenylpyridine

C₃₅H₂₃N₃

C₃₅H₂₃N₃

2-phenoxy-6-phenylpyridine

Refernces

• 1、 Jin, Ri-Zhe,Bian, Zheng,Kang, Chuan-Qing,Guo, Hai-Quan,Gao, Lian-Xun. "Synthesis of 3,3′-di(2-pyridyl)-1,1′-bi-2-naphthol derivatives". . p. 1897 - 1902. Retrieved 2005.
• 2、 ?zdemir, ?smail,Akko?, Mitat,Alt?n, Serdar,Bu?day, Nesrin,Ya?ar, Sedat. "Highly Active Fe3O4@SBA-15@NHC-Pd Catalyst for Suzuki–Miyaura Cross-Coupling Reaction". . . Retrieved 2021/08/03.
• 3、 Akko?, Mitat,Bu?day, Nesrin,Alt?n, Serdar,Kiraz, Nadir,Ya?ar, Sedat,?zdemir, ?smail. "N-heterocyclic carbene Pd(II) complex supported on Fe3O4@SiO2: Highly active, reusable and magnetically separable catalyst for Suzuki-Miyaura cross-coupling reactions in aqueous media". . . Retrieved 2021/05/05.