2-Bromo-4-iodopyridine

Base Information

• Chemical Name: 2-Bromo-4-iodopyridine
• CAS No.: 100523-96-4
• Molecular Formula: C5H3BrIN
• Molecular Weight: 283.894
• Hs Code.: 2933399090
• European Community (EC) Number: 680-955-3
• DSSTox Substance ID: DTXSID00359989
• Nikkaji Number: J1.886.234D
• Wikidata: Q72457623
• Mol file: 100523-96-4.mol

Synonyms:2-bromo-4-iodopyridine;100523-96-4;2-Bromo-4-iodo-pyridine;Pyridine, 2-bromo-4-iodo-;MFCD03085768;[4-Iodo-2-pyridyl bromide];SCHEMBL526887;DTXSID00359989;HMS1653M21;BCP10632;STK785096;AKOS000266995;AC-5442;AM62662;CS-W008398;HY-W008398;PB29229;4-AMINO-3-BROMOPHENYLTHIOCYANATE;AS-19469;BL007849;SY014604;B5119;FT-0611456;EN300-130899;AF-399/40658937;Q-101213;F1371-0195

Chemical Property of 2-Bromo-4-iodopyridine

Chemical Property:

• Vapor Pressure: 0.00448mmHg at 25°C
• Melting Point: 61 °C
• Refractive Index: 1.665
• Boiling Point: 286.7 °C at 760 mmHg
• PKA: -0.59±0.10(Predicted)
• Flash Point: 127.2 °C
• PSA: 12.89000
• Density: 2.347 g/cm³
• LogP: 2.44870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 282.84936
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-4-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1I)Br
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 2-Bromo-4-iodopyridine

There total 2 articles about 2-Bromo-4-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:

2-bromo-pyridine (109-04-6) → 2-bromo-4-iodo-pyridine (100523-96-4) + 2-bromo-5-iodo-pyridine (73290-22-9) + 2-bromo-3,6-diiodopyridine (1353056-31-1) + 2-iodo-6-bromopyridine (234111-08-1) + 2-bromo-3-iodo pyridine (265981-13-3)

Guidance literature:

2-bromo-pyridine; With n-butyllithium; ZnCl₂-N,N,N’,N’-tetramethylethylenediamine; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With iodine; In tetrahydrofuran; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201101993

Reference yield:

2-bromo-pyridine (109-04-6) → 2-bromo-4-iodo-pyridine (100523-96-4) + 2-bromo-3,6-diiodopyridine (1353056-31-1) + 2-iodo-6-bromopyridine (234111-08-1) + 2-bromo-3-iodo pyridine (265981-13-3)

Guidance literature:

2-bromo-pyridine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; ZnCl₂-N,N,N’,N’-tetramethylethylenediamine; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With iodine; In tetrahydrofuran; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201101993

Reference yield: 80.0%

2-bromo-4-iodo-pyridine (100523-96-4) + 3-(4-fluorophenyl)-1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1286230-78-1) → 2-bromo-4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-pyridine

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In N,N-dimethyl-formamide; at 140 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm4006324

upstream raw materials:

2-bromo-pyridine

Downstream raw materials:

2-bromo-4-vinylpyridine

2-bromo-4-(4-chlorophenyl)pyridine

2-bromo-4-(p-tolyl)pyridine

4-(p-methylphenyl)-2,2'-bipyridine

Refernces