2-Chloro-6-iodopyridine

Base Information

• Chemical Name: 2-Chloro-6-iodopyridine
• CAS No.: 258506-66-0
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.443
• Hs Code.: 2933399990
• European Community (EC) Number: 892-865-3
• DSSTox Substance ID: DTXSID50596605
• Nikkaji Number: J1.227.386J
• Wikidata: Q72452588
• Mol file: 258506-66-0.mol

Synonyms:2-Chloro-6-iodopyridine;258506-66-0;2-Chloro-6-iodo-pyridine;2-Chloro-iodopyridine;PYRIDINE, 2-CHLORO-6-IODO-;2.5-Dibromoaniline;SCHEMBL3718131;DTXSID50596605;LSAOLINSZGYDOV-UHFFFAOYSA-N;MFCD07784182;AKOS015851288;2-Chloro-6-iodo-pyridine, AldrichCPR;AB42915;AC-14611;AS-18952;DB-020885;CS-0041633;F20959;A818050;J-508944

Chemical Property of 2-Chloro-6-iodopyridine

Chemical Property:

• Vapor Pressure: 0.026mmHg at 25°C
• Melting Point: 42-43 °C(lit.)
• Refractive Index: 1.642
• Boiling Point: 255.513 °C at 760 mmHg
• PKA: -2.84±0.10(Predicted)
• Flash Point: 108.331 °C
• PSA: 12.89000
• Density: 2.052 g/cm³
• LogP: 2.33960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 238.89987
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-6-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; Xn
• Hazard Codes: Xn,Xi
• Statements: 22-41-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)I)Cl
• Uses: 2-Chloro-6-iodopyridine is used as a reagent in the synthesis of ruthenium half-sandwich complexes which can serve as protein kinase inhibitors.

Technology Process of 2-Chloro-6-iodopyridine

There total 6 articles about 2-Chloro-6-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: 91.0%

2-chloropyridine (109-09-1) → 2-chloro-5-iodo-pyridine (258506-66-0)

Guidance literature:

With n-butyllithium; 2-(N,N-dimethylamino)ethanol; iodine; at -78 ℃;

DOI:10.1002/chem.200601607

Reference yield: 84.0%

2-bromo-6-chloro-pyridine (5140-72-7) → 2-chloro-5-iodo-pyridine (258506-66-0)

Guidance literature:

2-bromo-6-chloro-pyridine; With n-butyllithium; In diethyl ether; hexane; at -75 ℃; for 0.75h;

With iodine; In tetrahydrofuran; diethyl ether; hexane; at -75 ℃; for 0.75h;

DOI:10.1002/1099-0690(20021)2002:2<327::AID-EJOC327>3.0.CO;2-V

Reference yield:

2-chloropyridine (109-09-1) → 2-chloro-4-iodopyridine (153034-86-7) + 2-chloro-3,6-diiodopyridine + 2-chloro-3-iodopyridine (78607-36-0) + 2-chloro-5-iodo-pyridine (258506-66-0)

Guidance literature:

2-chloropyridine; 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

upstream raw materials:

2,6-dichloropyridine

2-chloropyridine

2-bromo-6-chloro-pyridine

2,6-Dibromopyridine

Downstream raw materials:

pyridine-2,6-diylbis(diphenylphosphine oxide)

6-chloropyridine-2-carboxaldehyde

2-chloro-6-(4-methylphenyl)pyridine

6,6'-dichloro-2,2'-bipyridine

Refernces

• 1、 Cormier, Morgan,Jean, Alexandre,Blanchet, Jér?me,Rouden, Jacques,Maddaluno, Jacques,De Paolis, Michael. "Diastereoselective organocatalytic Mannich access to azacyclic system en route to lyconadin A". . p. 5074 - 5077. Retrieved 2015/02/19.
• 2、 Birkholz, Mandy-Nicole,Dubrovina, Natalia V.,Jiao, Haijun,Michalik, Dirk,Holz, Jens,Paciello, Rocco,Breit, Bernhard,Boerner, Armin. "Enantioselective hydrogenation with self-assembling rhodium phosphene catalysts: Influence of ligand structure and solvent". . p. 5896 - 5907. Retrieved 2008/02/13.