2-Bromo-6-chloropyridine

Base Information

• Chemical Name: 2-Bromo-6-chloropyridine
• CAS No.: 5140-72-7
• Molecular Formula: C5H3BrClN
• Molecular Weight: 192.443
• Hs Code.: 2933399090
• European Community (EC) Number: 225-904-4
• UNII: HG4B76V6ZP
• DSSTox Substance ID: DTXSID30199395
• Nikkaji Number: J297.907A
• Wikidata: Q72453374
• Mol file: 5140-72-7.mol

Synonyms:2-Bromo-6-chloropyridine;5140-72-7;Pyridine, 2-bromo-6-chloro-;C5H3BrClN;EINECS 225-904-4;MFCD00181262;2-Chloro-6-bromopyridine;6-Bromo-2-chloropyridine;C5-H3-Br-Cl-N;HG4B76V6ZP;SCHEMBL625420;DTXSID30199395;2-Bromo-6-chloropyridine, 95%;AKOS005146140;AC-5400;CS-W008082;PB33830;PS-5491;SY019864;A7580;AM20061710;B3609;FT-0648091;FT-0688555;EN300-98775;W-105898

Chemical Property of 2-Bromo-6-chloropyridine

Chemical Property:

• Vapor Pressure: 0.0977mmHg at 25°C
• Melting Point: 90-91 °C
• Refractive Index: 1.581
• Boiling Point: 230.8 °C at 760 mmHg
• PKA: -3.02±0.10(Predicted)
• Flash Point: 93.4 °C
• PSA: 12.89000
• Density: 1.736 g/cm³
• LogP: 2.49750
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 190.91374
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38-41
• Safety Statements: 26-36/37-36/37/39-36/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)Br)Cl

Technology Process of 2-Bromo-6-chloropyridine

There total 7 articles about 2-Bromo-6-chloropyridine 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: 85.0%

2,6-Dibromopyridine (626-05-1) → 2-bromo-6-chloro-pyridine (5140-72-7)

Guidance literature:

2,6-Dibromopyridine; With n-butyllithium; In diethyl ether; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

With 1,1,2-Trichloro-1,2,2-trifluoroethane; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5dt02497h

Reference yield: 70.0%

2-chloropyridine (109-09-1) → 2-bromo-6-chloro-pyridine (5140-72-7)

Guidance literature:

2-chloropyridine; With n-butyllithium; BuLi-LiDMAE; In hexane; at -78 ℃; for 1h;

With carbon tetrabromide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h;

DOI:10.1021/ol005538o

Reference yield: 53.0%

2-(benzyloxy)-6-bromopyridine (117068-71-0) → 2-bromo-6-chloro-pyridine (5140-72-7)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; at 110 ℃; for 18h;

upstream raw materials:

6-bromo-2-methoxypyridine

6-ethoxy-2-bromo-pyridine

2-(benzyloxy)-6-bromopyridine

2-chloropyridine

Downstream raw materials:

2-chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

2-chloro-6-phenyl-pyridine

2-chloro-5-iodo-pyridine

2-(6-Chloro-2-pyridyl)-1-propene

Refernces

• 1、 Lo, Jerry C.Y.,So, Loi-Chi,Chan, Michael C.W.. "Synthesis and spectroscopic characterization of group 4 post-metallocenes bearing (σ-aryl)-2-phenolate-6-pyridyl and -isoquinolinyl auxiliaries". supporting information. p. 15905 - 15913. Retrieved 2015/09/15.
• 2、 Doudouh, Abdelatif,Gros, Philippe C.,Fort, Yves,Woltermann, Christopher. "TMSCH2Li-LiDMAE: a new nonnucleophilic reagent for C-2 lithiation of halopyridines". . p. 6166 - 6171. Retrieved 2007/10/03.