3-Bromo-2-chloro-6-methylpyridine

Base Information

• Chemical Name: 3-Bromo-2-chloro-6-methylpyridine
• CAS No.: 185017-72-5
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.469
• Hs Code.: 29333990
• European Community (EC) Number: 694-977-6
• DSSTox Substance ID: DTXSID20370297
• Wikidata: Q72453024
• Mol file: 185017-72-5.mol

Synonyms:3-bromo-2-chloro-6-methylpyridine;185017-72-5;3-bromo-2-chloro-6-picoline;5-bromo-6-chloro-2-picoline;MFCD03095218;3-BroMo-2-chloro-6 picoline;PYRIDINE, 3-BROMO-2-CHLORO-6-METHYL-;2-CHLORO-3-BROMO-6-METHYLPYRIDINE;3-bromo-2-chloro-6-methyl-pyridine;SCHEMBL1347449;DTXSID20370297;2-chloro(bromo)-6-methylpyridine;JVDQYSIJBRTRMS-UHFFFAOYSA-N;BBL101699;STL555495;AKOS007930469;AB13590;AM62359;CS-W015299;GS-3413;SY015687;3-Bromo-2-chloro-6-methylpyridine, 96%;A4096;FT-0648078;EN300-136397;W-200185;5-Bromo-6-chloro-2-picoline

Chemical Property of 3-Bromo-2-chloro-6-methylpyridine

Chemical Property:

• Appearance/Colour: Yellow low melting solid or liquid
• Vapor Pressure: 0.082mmHg at 25°C
• Melting Point: 207-212°C
• Refractive Index: 1.571
• Boiling Point: 234.2 °C at 760 mmHg
• PKA: 0.33±0.10(Predicted)
• Flash Point: 95.4 °C
• PSA: 12.89000
• Density: 1.624 g/cm³
• LogP: 2.80590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.9
• 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:

99% ^*data from raw suppliers

3-Bromo-2-chloro-6-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-41-37/38-25
• Safety Statements: 37/39-26-45-39

MSDS Files:

Useful:

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

Technology Process of 3-Bromo-2-chloro-6-methylpyridine

There total 2 articles about 3-Bromo-2-chloro-6-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: 60.0%

2-chloro-6-methyl-3-aminopyridine (39745-40-9) → 3-bromo-2-chloro-6-methyl pyridine (185017-72-5)

Guidance literature:

With hydrogen bromide; copper(I) bromide; sodium nitrite;

DOI:10.1007/BF01169229

Reference yield:

2-chloro-6-methyl-3-nitropyridine (56057-19-3) → 3-bromo-2-chloro-6-methyl pyridine (185017-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80.5 percent / hydrazine hydrate / Raney nickel / ethanol / 70 deg C, 10 min; room temperature, 0.5 h

2: 60 percent / aq. NaNO₂, CuBr, HBr

With hydrogen bromide; hydrazine hydrate; copper(I) bromide; sodium nitrite; nickel; In ethanol;

DOI:10.1007/BF01169229

Reference yield: 96.0%

phenylmagnesium chloride (100-59-4) + 3-bromo-2-chloro-6-methyl pyridine (185017-72-5) → 6-chloro-5-phenyl-2-methylpyridine (147936-60-5)

Guidance literature:

With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l); In tetrahydrofuran; toluene; for 0.0833333h;

DOI:10.1002/anie.201609635

upstream raw materials:

2-chloro-6-methyl-3-aminopyridine

2-chloro-6-methyl-3-nitropyridine

Downstream raw materials:

5-bromo-6-methoxypyridine-2-carboxylic acid

ethyl 5-bromo-6-methoxypicolinate

Refernces