3-Bromo-5-chloro-2-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 3-Bromo-5-chloro-2-(trifluoromethyl)pyridine
• CAS No.: 823222-22-6
• Molecular Formula: C6H2BrClF3N
• Molecular Weight: 260.441
• DSSTox Substance ID: DTXSID20697355
• Wikidata: Q82627229
• Mol file: 823222-22-6.mol

Synonyms:3-BROMO-5-CHLORO-2-(TRIFLUOROMETHYL)PYRIDINE;823222-22-6;Pyridine, 3-bromo-5-chloro-2-(trifluoromethyl)-;3-Bromo-5-chloro-2-trifluoromethyl-pyridine;SCHEMBL2260139;DTXSID20697355;AMY26087;YHB22222;MFCD11847355;AKOS016006789;AS-41336;CS-0312640;A850315;3-Bromo-5-chloro-2-(trifluoromethyl)pyridine, 98%

Chemical Property of 3-Bromo-5-chloro-2-(trifluoromethyl)pyridine

Chemical Property:

• PSA: 12.89000
• LogP: 3.51630
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 258.90112
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-5-chloro-2-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=NC(=C1Br)C(F)(F)F)Cl

Technology Process of 3-Bromo-5-chloro-2-(trifluoromethyl)pyridine

There total 3 articles about 3-Bromo-5-chloro-2-(trifluoromethyl)pyridine 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: 69.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 3-bromo-5-chloro-2-iodopyridine (823221-97-2) → 3-bromo-5-chloro-2-(trifluoromethyl)pyridine (823222-22-6)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium fluoride; copper(l) iodide; Heating;

DOI:10.1016/j.tet.2004.09.106

Reference yield:

2-amino-3-bromo-5-chloropyridine (26163-03-1) → 3-bromo-5-chloro-2-(trifluoromethyl)pyridine (823222-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrobromic acid; bromine; sodium nitrite / H₂O / -5 - 60 °C

2: 9.7 g / sodium iodide; chlorotrimethylsilane / various solvent(s) / 0.75 h / Heating

3: 69 percent / potassium fluoride; cuprous iodide; N-methylpyrrolidinone / Heating

With 1-methyl-pyrrolidin-2-one; potassium fluoride; copper(l) iodide; chloro-trimethyl-silane; hydrogen bromide; bromine; sodium iodide; sodium nitrite; In water;

DOI:10.1016/j.tet.2004.09.106

Reference yield:

2,3-dibromo-5-chloro-pyridine (137628-17-2) → 3-bromo-5-chloro-2-(trifluoromethyl)pyridine (823222-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.7 g / sodium iodide; chlorotrimethylsilane / various solvent(s) / 0.75 h / Heating

2: 69 percent / potassium fluoride; cuprous iodide; N-methylpyrrolidinone / Heating

With 1-methyl-pyrrolidin-2-one; potassium fluoride; copper(l) iodide; chloro-trimethyl-silane; sodium iodide; In various solvent(s);

DOI:10.1016/j.tet.2004.09.106

upstream raw materials:

(trifluoromethyl)trimethylsilane

3-bromo-5-chloro-2-iodopyridine

2-amino-3-bromo-5-chloropyridine

2,3-dibromo-5-chloro-pyridine

Downstream raw materials:

5-chloro-2-(trifluoromethyl)pyridine-3-carboxylic acid