4-Chloro-3-iodopyridine

Base Information

• Chemical Name: 4-Chloro-3-iodopyridine
• CAS No.: 89167-34-0
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.443
• Hs Code.: 2933399090
• European Community (EC) Number: 804-381-1
• DSSTox Substance ID: DTXSID40376776
• Nikkaji Number: J1.756.109J
• Wikidata: Q82165694
• Mol file: 89167-34-0.mol

Synonyms:4-chloro-3-iodopyridine;89167-34-0;4-Chloro-3-iodo-pyridine;MFCD00234024;3-Iodo-4-chloropyridine;4-chloro-3-iodo pyridine;SCHEMBL136782;4-chloranyl-3-iodanyl-pyridine;DTXSID40376776;GPFGRYFMMHDHGA-UHFFFAOYSA-N;4-Chloro-3-iodo-pyridine, 97%;AKOS015850091;AB05089;CS-W014657;AC-28003;AS-18599;SY106601;AM20061598;FT-0646668;EN300-244075;P10107;A843081;J-515012

Chemical Property of 4-Chloro-3-iodopyridine

Chemical Property:

• Vapor Pressure: 0.0379mmHg at 25°C
• Melting Point: 69-70 °C
• Refractive Index: 1.642
• Boiling Point: 248.6 °C at 760 mmHg
• PKA: 1.89±0.10(Predicted)
• Flash Point: 104.1 °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: 2.1
• 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:

99% ^*data from raw suppliers

4-Chloro-3-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 22-38-41-50
• Safety Statements: 26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1Cl)I

Technology Process of 4-Chloro-3-iodopyridine

There total 11 articles about 4-Chloro-3-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: 73.0%

4-Chloropyridine (626-61-9) → 4-chloro-3-iodopyridine (89167-34-0)

Guidance literature:

4-Chloropyridine; With Bu₃(TMP)MgLi₂; In tetrahydrofuran; at -10 ℃; for 2h;

With iodine; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2004.08.151

Reference yield: 65.0%

4-chlorpyridine hydrochloride (7379-35-3) → 4-chloro-3-iodopyridine (89167-34-0)

Guidance literature:

4-chlorpyridine hydrochloride; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.5h;

With iodine; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1002/anie.200703763

Reference yield: 58.0%

3-iodo-pyridin-4-ol (89282-03-1) → 4-chloro-3-iodopyridine (89167-34-0)

Guidance literature:

3-iodo-pyridin-4-ol; With trichlorophosphate; for 4h; Heating / reflux;

With ammonia; water; at 0 - 20 ℃;

upstream raw materials:

4-Chloropyridine

4-chlorpyridine hydrochloride

1-tert-butyl-4-chloropiperidine

1-Methyl-4-piperidone

Downstream raw materials:

4-chloro-3-(2-phenylethynyl)pyridine

4-benzyloxy-3-iodopyridine

4-methoxy-3-iodopyridine

4-chloro-3-(2-phenyl-naphthalen-1-yl)pyridine

Refernces

• 1、 Jensen, Thomas,Pedersen, Henrik,Bang-Andersen, Benny,Madsen, Robert,Jorgensen, Morten. "Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted indoles". . p. 888 - 890. Retrieved 2008/09/20.
• 2、 Chung, John Y. L.,Cvetovich, Raymond J.,McLaughlin, Mark,Amato, Joseph,Tsay, Fuh-Rong,Jensen, Mark,Weissman, Steve,Zewge, Daniel. "Synthesis of a naphthyridone p38 MAP kinase inhibitor". . p. 8602 - 8609. Retrieved 2007/10/03.