2-Chloro-3-iodo-5-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Chloro-3-iodo-5-(trifluoromethyl)pyridine
• CAS No.: 505084-56-0
• Molecular Formula: C6H2ClF3IN
• Molecular Weight: 307.441
• Hs Code.: 2933399090
• European Community (EC) Number: 837-341-7
• DSSTox Substance ID: DTXSID90451047
• Wikidata: Q72452709
• Mol file: 505084-56-0.mol

Synonyms:2-chloro-3-iodo-5-(trifluoromethyl)pyridine;505084-56-0;2-chloro-5-(trifluoromethyl)-3-iodopyridine;2-Chloro-3-Iodo-5-(trifluoromethyl)-pyridine;PYRIDINE, 2-CHLORO-3-IODO-5-(TRIFLUOROMETHYL)-;SCHEMBL1478650;DTXSID90451047;MFCD08741352;AKOS015851137;AB48752;CS-W012080;AC-29089;AS-19812;FT-0651694;EN300-208028;A828141;J-508793;2-Chloro-3-iodo-5-(trifluoromethyl)pyridine, AldrichCPR

Chemical Property of 2-Chloro-3-iodo-5-(trifluoromethyl)pyridine

Chemical Property:

• Melting Point: 37-39 °C(Solv: acetone (67-64-1))
• Boiling Point: 85-86 °C(Press: 8 Torr)
• PKA: -3.41±0.10(Predicted)
• PSA: 12.89000
• Density: 2.046±0.06 g/cm3(Predicted)
• LogP: 3.35840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 306.88726
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-3-Iodo-5-(trifluoromethyl)-pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1I)Cl)C(F)(F)F
• Uses: 2-Chloro-iodo-5-(trifluoromethyl)-pyridine is used in the synthesis of biologically active molecules with a trufluoromethyl moiety. pesticides

Technology Process of 2-Chloro-3-iodo-5-(trifluoromethyl)pyridine

There total 3 articles about 2-Chloro-3-iodo-5-(trifluoromethyl)pyridine 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: 46.0%

2-chloro-4-iodo-5-(trifluoromethyl)pyridine (505084-55-9) → 2-chloro-3-iodo-5-(trifluoromethyl)pyridine (505084-56-0)

Guidance literature:

With piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 20h;

DOI:10.1002/ejoc.200390215

Reference yield:

2-chloro-5-trifluoromethylpyridine (52334-81-3) → 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (505084-55-9) + 2-chloro-3-iodo-5-(trifluoromethyl)pyridine (505084-56-0)

Guidance literature:

2-chloro-5-trifluoromethylpyridine; With n-butyllithium; diisopropylamine; sodium bromide; In tetrahydrofuran; hexanes; at -78 - 0 ℃; for 1.16667h;

With iodine; In tetrahydrofuran; hexanes; at -78 ℃; for 2h;

Reference yield:

2-chloro-5-trifluoromethylpyridine (52334-81-3) → 2-chloro-3-iodo-5-(trifluoromethyl)pyridine (505084-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium N,N-diisopropylcarbamate; diisopropylamine; lithium bromide / tetrahydrofuran; hexane / 2 h / -75 °C

1.2: 67 percent / iodine / tetrahydrofuran; hexane / 0.75 h / -75 °C

2.1: 46 percent / piperidine; butyllithium / tetrahydrofuran; hexane / 20 h / -75 °C

With piperidine; n-butyllithium; diisopropylamine; lithium bromide; lithium N,N-diisopropylcarbamate; In tetrahydrofuran; hexane;

DOI:10.1002/ejoc.200390215

upstream raw materials:

2-chloro-4-iodo-5-(trifluoromethyl)pyridine

2-chloro-5-trifluoromethylpyridine

Downstream raw materials:

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

5-(trifluoromethyl)pyridine-3-carboxylic acid

Refernces

• 1、 Cottet, Fabrice,Marull, Marc,Lefebvre, Olivier,Schlosser, Manfred. "Recommendable routes to trifluoromethyl-substituted pyridine- and quinolinecarboxylic acids". . p. 1559 - 1568. Retrieved 2007/10/03.