3-Chloro-4-iodopyridine

Base Information

• Chemical Name: 3-Chloro-4-iodopyridine
• CAS No.: 77332-79-7
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.443
• Hs Code.: 2933399090
• European Community (EC) Number: 675-067-8
• DSSTox Substance ID: DTXSID50504043
• Wikidata: Q72452592
• Mol file: 77332-79-7.mol

Synonyms:3-Chloro-4-iodopyridine;77332-79-7;MFCD00272199;Pyridine, 3-chloro-4-iodo-;3-chloro-4-iodo-pyridine;SCHEMBL1803019;3-Chloro-4-iodopyridine, 97%;DTXSID50504043;SQXBYRRNGPVSAU-UHFFFAOYSA-N;AKOS005259892;CS-W002592;PS-4667;AC-27944;SY023409;A9791;AM20061501;C2971;FT-0600238;EN300-154587;J-512237

Chemical Property of 3-Chloro-4-iodopyridine

Chemical Property:

• Vapor Pressure: 0.046mmHg at 25°C
• Melting Point: 105-106 °C
• Refractive Index: 1.642
• Boiling Point: 245.001 °C at 760 mmHg
• PKA: 1.57±0.18(Predicted)
• Flash Point: 101.973 °C
• PSA: 12.89000
• Density: 2.052 g/cm³
• LogP: 2.33960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• 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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1I)Cl
• Uses: 3-Chloro-4-iodopyridine, can be used for the preparation of difluoromethylated pyridines. It is also an intermediate for the synthesis of 5-Chloro-4-(trifluoromethyl)-2-pyridinecarboxylic Acid (C421715).

Technology Process of 3-Chloro-4-iodopyridine

There total 4 articles about 3-Chloro-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: 65.0%

3-Chloropyridine (626-60-8) → 3-chloro-4-iodopyridine (77332-79-7)

Guidance literature:

3-Chloropyridine; 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: 3.0%

3-Chloropyridine (626-60-8) → 3-chloro-4-iodopyridine (77332-79-7) + 3-chloro-5-iodopyridine (77332-90-2) + 2-iodo-3-pyridyl chloride (77332-89-9) + 3-chloro-4,5-diiodopyridine (77332-88-8)

Guidance literature:

With n-butyllithium; iodine; diisopropylamine; Yield given. Multistep reaction; 1.) THF, hexane, -78 grad C, 30 min, 2.) THF, hexane, -78 grad C, then slowly allowed to warm to room temperature overnight.;

DOI:10.1016/S0040-4039(00)93671-2

Reference yield:

C11H18BClN*Cl2LiMg → 3-chloro-4-iodopyridine (77332-79-7)

Guidance literature:

With iodine; Inert atmosphere;

upstream raw materials:

3-Chloropyridine

Downstream raw materials:

5-chloro-4-(trifluoromethyl)picolinic acid

3-chloro-4-(trifluoromethyl)pyridine-2-carboxylic acid

5-chloro-4-(trifluoromethyl)pyridine-3-carboxylic acid

Refernces

• 1、 -. "METALLIC AMIDOBORATES FOR FUNCTIONALIZING ORGANIC COMPOUNDS". Page/Page column 25-27. . Retrieved 2012/07/13.
• 2、 -. "HCV NS3 PROTEASE INHIBITORS". Page/Page column 54-55. . Retrieved 2008/12/05.