2-Bromo-6-chloro-4-methylpyridine

Base Information

• Chemical Name: 2-Bromo-6-chloro-4-methylpyridine
• CAS No.: 157329-89-0
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.469
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60455810
• Nikkaji Number: J2.012.864J
• Wikidata: Q72453011
• Mol file: 157329-89-0.mol

Synonyms:2-bromo-6-chloro-4-methylpyridine;157329-89-0;2-Bromo-6-chloro-4-picoline;Pyridine, 2-bromo-6-chloro-4-methyl-;MFCD09839268;2-bromo-6-chloro-4-methyl-pyridine;SCHEMBL1841048;DTXSID60455810;PDCBQYZKWWAKCG-UHFFFAOYSA-N;2-Chloro-6-bromo-4-methylpyridine;AKOS015891781;AB53549;AM62478;CS-W018914;DS-11876;SY047525;FT-0646930;A21998

Chemical Property of 2-Bromo-6-chloro-4-methylpyridine

Chemical Property:

• Vapor Pressure: 0.018mmHg at 25°C
• Refractive Index: 1.571
• Boiling Point: 261.908 °C at 760 mmHg
• PKA: -2.22±0.10(Predicted)
• Flash Point: 112.198 °C
• PSA: 12.89000
• Density: 1.625 g/cm³
• LogP: 2.80590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 204.92939
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-6-chloro-4-picoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC(=C1)Br)Cl

Technology Process of 2-Bromo-6-chloro-4-methylpyridine

There total 3 articles about 2-Bromo-6-chloro-4-methylpyridine 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: 80.0%

2-chloro-4-picoline (3678-62-4) → 2-bromo-6-chloro-4-methylpyridine (157329-89-0)

Guidance literature:

2-chloro-4-picoline; With n-butyllithium; 2-(N,N-dimethylamino)ethanol; In hexane; at 0 ℃; for 1h;

With carbon tetrabromide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Further stages.;

DOI:10.1002/ejoc.200300243

Reference yield:

picoline (108-89-4) → 2-bromo-6-chloro-4-methylpyridine (157329-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2-(dimethylamino)ethanol; nBuLi / hexane / 1 h / 0 °C

1.2: 80 percent / C₂Cl₆ / hexane; tetrahydrofuran / 1 h / -78 °C

2.1: 2-(dimethylamino)ethanol; nBuLi / hexane / 1 h / 0 °C

2.2: 80 percent / CBr₄ / hexane; tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; 2-(N,N-dimethylamino)ethanol; In hexane;

DOI:10.1002/ejoc.200300243

Reference yield:

→ N-(4-fluorophenyl)-2-(1'-methyl-3'-trifluoromethylpyrazol-5-yloxy)-4-methyl-6-pyridinecarboxamide (157329-85-6) + 2-bromo-6-chloro-4-methylpyridine (157329-89-0)

Guidance literature:

upstream raw materials:

2-chloro-4-picoline

picoline

Downstream raw materials:

2-cyano-6-chloro-4-methyl pyridine

2-Chloro-4-methyl-6-(4-trifluoromethyl-phenyl)-pyridine

4-methyl-2,6-bis-(4-trifluoromethylphenyl)-pyridine

(6-chloro-4-methyl-pyridin-2-yl)-(4-trifluoromethyl-phenyl)-amine

Refernces

• 1、 -. "Herbicidal picolinamide derivatives". . . Retrieved 2008/06/13.