2,6-Dichloro-3-methylpyridine

Base Information

• Chemical Name: 2,6-Dichloro-3-methylpyridine
• CAS No.: 58584-94-4
• Molecular Formula: C₆H₅Cl₂N
• Molecular Weight: 162.018
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30355732
• Nikkaji Number: J403.459G
• Wikidata: Q72466899
• Mol file: 58584-94-4.mol

Synonyms:2,6-dichloro-3-methylpyridine;58584-94-4;2,6-dichloro-3-methyl-pyridine;Pyridine, 2,6-dichloro-3-methyl-;MFCD00137847;SCHEMBL940010;DTXSID30355732;KNIKCOPEHZTQJV-UHFFFAOYSA-N;AKOS006274918;2,6-DICHLORO-5-METHYLPYRIDINE;CS-W008310;GS-6595;SB52489;AC-27226;SY010935;FT-0646355;EN300-134396;A831941;J-507420

Chemical Property of 2,6-Dichloro-3-methylpyridine

Chemical Property:

• Vapor Pressure: 0.0873mmHg at 25°C
• Melting Point: 51.5-52.5 °C
• Boiling Point: 233oC at 760 mmHg
• PKA: -2.41±0.10(Predicted)
• Flash Point: 117.1oC
• PSA: 12.89000
• Density: 1.319g/cm3
• LogP: 2.69680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.9799046
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

98%, ^*data from raw suppliers

2,6-Dichloro-3-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=C(C=C1)Cl)Cl
• Uses: 2,6-Dichloro-3-methylpyridine is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Technology Process of 2,6-Dichloro-3-methylpyridine

There total 13 articles about 2,6-Dichloro-3-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: 98.0%

3,5-dichloro-6-methyl-2(H)-1,4-oxazin-2-one (125849-94-7) + acetylene (74-86-2,25067-58-7) → 2,6-dichloro-3-methylpyridine (58584-94-4)

Guidance literature:

In toluene; at 110 ℃; for 5h;

Reference yield: 45.0%

3-methyl-piperidine-2,6-dione (29553-51-3) → 2,5,6-trichloro-3-methylpyridine (58584-95-5) + 2,6-dichloro-3-methylpyridine (58584-94-4)

Guidance literature:

With OCl₅; at 150 ℃; for 2h;

DOI:10.1016/S0968-0896(02)00022-6

Reference yield:

2-Chloro-3-methylpyridine N-oxide (91668-83-6) → 2,6-dichloro-3-methylpyridine (58584-94-4) + 2,4-dichloro-3-methylpyridine (132097-09-7)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.201200978

upstream raw materials:

2,6-dichloropyridine

methyl iodide

3,5-dichloro-6-methyl-2(H)-1,4-oxazin-2-one

acetylene

Downstream raw materials:

2,6-dichloro-3-methyl-5-nitropyridine

6-chloro-5-methyl-3-nitropyridin-2-amine

3-Methyl-dimethyl-2,6-pyridindicarboxylat

Refernces

• 1、 Bolli, Martin H.,Abele, Stefan,Birker, Magdalena,Bravo, Roberto,Bur, Daniel,De Kanter, Ruben,Kohl, Christopher,Grimont, Julien,Hess, Patrick,Lescop, Cyrille,Mathys, Boris,Müller, Claus,Nayler, Oliver,Rey, Markus,Scherz, Michael,Schmidt, Gunther,Seifert, Jürgen,Steiner, Beat,Velker, J?rg,Weller, Thomas. "Novel S1P1 receptor agonists - Part 3: From thiophenes to pyridines". supporting information. p. 110 - 130. Retrieved 2014/02/14.
• 2、 -. "NOVEL PYRIMIDINE-PYRIDINE DERIVATIVES". Page/Page column 19. . Retrieved 2011/04/14.