3-Bromo-5-chloro-2-iodopyridine

Base Information

• Chemical Name: 3-Bromo-5-chloro-2-iodopyridine
• CAS No.: 823221-97-2
• Molecular Formula: C5H2BrClIN
• Molecular Weight: 318.339
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID80697356
• Nikkaji Number: J2.126.244G
• Wikidata: Q82627231
• Mol file: 823221-97-2.mol

Synonyms:3-BROMO-5-CHLORO-2-IODOPYRIDINE;823221-97-2;MFCD11847354;DTXSID80697356;2-Iodo-3-bromo-5-chloropyridine;YHB22197;AKOS024263018;AB64692;DS-10064;SY038028;CS-0041022;F31146;A904902

Chemical Property of 3-Bromo-5-chloro-2-iodopyridine

Chemical Property:

• PSA: 12.89000
• LogP: 3.10210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 316.81039
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-5-chloro-2-iodopyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromo-5-chloro-2-iodopyridine

There total 2 articles about 3-Bromo-5-chloro-2-iodopyridine 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: 71.2%

2-amino-3-bromo-5-chloropyridine (26163-03-1) → 3-bromo-5-chloro-2-iodopyridine (823221-97-2)

Guidance literature:

With copper(l) iodide; tert.-butylnitrite; iodine; In acetonitrile; at 60 ℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere; Cooling with ice;

Reference yield:

2,3-dibromo-5-chloro-pyridine (137628-17-2) → 3-bromo-5-chloropyridine (73583-39-8) + 3-bromo-5-chloro-2-iodopyridine (823221-97-2)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In various solvent(s); for 0.75h; Heating;

DOI:10.1016/j.tet.2004.09.106

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

upstream raw materials:

2,3-dibromo-5-chloro-pyridine

2-amino-3-bromo-5-chloropyridine

Downstream raw materials:

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

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

Refernces

• 1、 Cottet, Fabrice,Schlosser, Manfred. "Logistic flexibility in the preparation of isomeric halopyridinecarboxylic acids". . p. 11869 - 11874. Retrieved 2007/10/03.