2-Chloro-3-iodopyridine

Base Information

• Chemical Name: 2-Chloro-3-iodopyridine
• CAS No.: 78607-36-0
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.443
• Hs Code.: 29333990
• European Community (EC) Number: 675-002-3
• DSSTox Substance ID: DTXSID40370916
• Nikkaji Number: J1.537.712G
• Wikidata: Q72452579
• Mol file: 78607-36-0.mol

Synonyms:2-chloro-3-iodopyridine;78607-36-0;Pyridine, 2-chloro-3-iodo-;2-Chloro-3-iodo-pyridine;MFCD00661298;2-chloro-3- iodopyridine;SCHEMBL165854;2-chloranyl-3-iodanyl-pyridine;2-Chloro-3-iodopyridine, 97%;DTXSID40370916;OHWSWGXNZDSHLM-UHFFFAOYSA-N;BCP03191;CS-D0940;GEO-02627;STK688514;AKOS005137882;AB06631;AC-1103;PS-7596;BP-10801;SY004388;A9873;AM20061506;C2193;FT-0641685;EN300-93247;A809376;AJ-333/25006075;Q-103361

Chemical Property of 2-Chloro-3-iodopyridine

Chemical Property:

• Appearance/Colour: Off-white crystal
• Vapor Pressure: 0.019mmHg at 25°C
• Melting Point: 93-96 °C
• Refractive Index: 1.642
• Boiling Point: 261.2 °C at 760 mmHg
• PKA: -0.70±0.10(Predicted)
• Flash Point: 111.8 °C
• PSA: 12.89000
• Density: 2.052 g/cm³
• LogP: 2.33960
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 2.5
• 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

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

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/22-41-22
• Safety Statements: 36/37/39-26-22-36-39-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)Cl)I
• Uses: 2-Chloro-3-iodopyridine is a compound useful in organic synthesis. 2-Chloro-3-iodopyridine (cas# 78607-36-0) is a compound useful in organic synthesis.

Technology Process of 2-Chloro-3-iodopyridine

There total 4 articles about 2-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: 67.0%

2-chloropyridine (109-09-1) → 2-chloro-4-iodopyridine (153034-86-7) + 2-chloro-3-iodopyridine (78607-36-0)

Guidance literature:

2-chloropyridine; With Bu(TMP)2MgLi; In diethyl ether; at -10 ℃; for 2h;

With iodine; In diethyl ether; at 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2004.08.151

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

Reference yield:

2-chloropyridine (109-09-1) → 2-chloro-4-iodopyridine (153034-86-7) + 2,5-di-iodopyridine (116195-81-4) + 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-chloropyridine

Downstream raw materials:

2,2-dimethyl-N-(2-(2-chloro-3-pyridyl)phenyl)propanamide

2-chloro-4-iodopyridine

3-iodo-2-aminopyridine

2-chloro-3,4-diiodopyridine

Refernces

• 1、 Snegaroff, Katia,Nguyen, Tan Tai,Marquise, Nada,Halauko, Yury S.,Harford, Philip J.,Roisnel, Thierry,Matulis, Vadim E.,Ivashkevich, Oleg A.,Chevallier, Floris,Wheatley, Andrew E. H.,Gros, Philippe C.,Mongin, Florence. "Deprotonative metalation of chloro- and bromopyridines using amido-based bimetallic species and regioselectivity-computed CH acidity relationships". experimental part. p. 13284 - 13297. Retrieved 2012/02/03.