3-Chloro-2-iodopyridine

Base Information

• Chemical Name: 3-Chloro-2-iodopyridine
• CAS No.: 77332-89-9
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.443
• Hs Code.: 2933399090
• European Community (EC) Number: 811-259-1
• DSSTox Substance ID: DTXSID00445770
• Nikkaji Number: J1.861.168F
• Wikidata: Q72452582
• Mol file: 77332-89-9.mol

Synonyms:3-chloro-2-iodopyridine;77332-89-9;Pyridine, 3-chloro-2-iodo-;3-chloro-2-iodo-pyridine;2-Iodo-3-chloropyridine;chloro-iodopyridine;SCHEMBL366358;DTXSID00445770;LTCHVAFYGVXKHH-UHFFFAOYSA-N;AMY30609;BCP04456;MFCD09258810;AKOS015891664;CS-W021896;PB43447;AS-18544;FT-0646541;A23274;J-512192

Chemical Property of 3-Chloro-2-iodopyridine

Chemical Property:

• Vapor Pressure: 0.046mmHg at 25°C
• Refractive Index: 1.642
• Boiling Point: 245.001 °C at 760 mmHg
• 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
• XLogP3: 2.2
• 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%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)I)Cl
• Uses: 3-Chloro-2-iodopyridine is used in the preparation of silyl-mediated halogen/halogen exchange reactions of pyridines and other heterocycles.

Technology Process of 3-Chloro-2-iodopyridine

There total 8 articles about 3-Chloro-2-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: 90.0%

2-amino-3-chloropyridine (39620-04-7) → 2-iodo-3-pyridyl chloride (77332-89-9)

Guidance literature:

2-amino-3-chloropyridine; With hydrogenchloride; sodium nitrite; at 0 ℃; for 0.25h;

With potassium iodide; at 20 ℃; for 12h; Further stages.;

DOI:10.1021/ja016848k

Reference yield: 86.0%

2-bromo-3-chloropyridine (96424-68-9) → 2-iodo-3-pyridyl chloride (77332-89-9)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In propiononitrile; for 2h; Inert atmosphere; Reflux;

Reference yield: 77.0%

3-Chloropyridine (626-60-8) → 3-chloro-2,6-diiodopyridine (1478090-75-3) + 2-iodo-3-pyridyl chloride (77332-89-9)

Guidance literature:

3-Chloropyridine; With boron trifluoride diethyl etherate; In diethyl ether; at 0 ℃; Inert atmosphere;

With lithium diisopropyl amide; In diethyl ether; at -78 - 20 ℃; Inert atmosphere;

With iodine; In diethyl ether; at -78 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2013.10.026

upstream raw materials:

3-Chloropyridine

2-amino-3-chloropyridine

2,3-dichloro-pyridine

2-bromo-3-chloropyridine

Downstream raw materials:

4-(3-chloropyridin-2-yl)morpholine

N-(3,6'-dichloro-[2,4]bipyridinyl-3'-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide

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

Refernces

• 1、 Dhau, Jaspreet S.,Singh, Amritpal,Kasetti, Yoganjaneyulu,Bhatia, Sonam,Bharatam, Parsad V.,Brand?o, Paula,Félix, Vítor,Singh, Kamal N.. "A study on the BF3 directed lithiation of 3-chloro- and 3-bromopyridine". . p. 10284 - 10291. Retrieved 2013/11/19.
• 2、 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.