2,6-Dimethylpyridine

Base Information

• Chemical Name: 2,6-Dimethylpyridine
• CAS No.: 108-48-5
• Molecular Formula: C7H9N
• Molecular Weight: 107.155
• Hs Code.: 29333999
• European Community (EC) Number: 203-587-3
• NSC Number: 2155
• UN Number: 2734
• UNII: 15FQ5D0T3P
• DSSTox Substance ID: DTXSID7051557
• Nikkaji Number: J5.078D
• Wikipedia: 2,6-Lutidine
• Wikidata: Q209284
• Metabolomics Workbench ID: 45821
• ChEMBL ID: CHEMBL22976
• Mol file: 108-48-5.mol

Synonyms:2,6-lutidine

Chemical Property of 2,6-Dimethylpyridine

Chemical Property:

• Appearance/Colour: Colorless to yellow liquid
• Vapor Pressure: 6.52mmHg at 25°C
• Melting Point: -6 °C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 144 °C at 760 mmHg
• PKA: 6.65(at 25℃)
• Flash Point: 33.3 °C
• PSA: 12.89000
• Density: 0.9252 g/cm³
• LogP: 1.69840
• Storage Temp.: −20°C
• Sensitive.: Hygroscopic
• Water Solubility.: 40 g/100 mL (20 ºC)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 107.073499291
• Heavy Atom Count: 8
• Complexity: 62.8
• Transport DOT Label: Corrosive Flammable Liquid

Purity/Quality:

99%min ^*data from raw suppliers

2,6-Lutidine, redistilled 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,F,Xi
• Statements: 10-22-36/37/38-20/21/22
• Safety Statements: 26-36/37-16-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CC1=NC(=CC=C1)C
• Uses: 2,6-Lutidine is used as a solvent in organic synthesis and as a sterically hindered mild base. It is also used as a vulcanization accelerator for dyes, resins and rubber. It also acts as a food additive. Isolated from the basic fraction of coal tar. A semi-volatile compound in tobacco.

Technology Process of 2,6-Dimethylpyridine

There total 93 articles about 2,6-Dimethylpyridine 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: 35.0%

Phenyl vinyl sulfoxide (20451-53-0) + 4,6-dimethyl-1,2,3-triazine (77202-09-6) → 2,6-dimethylpyridine (108-48-5) + 2,4-lutidine (108-47-4)

Guidance literature:

at 180 ℃; 1-2.5 h;

DOI:10.1248/cpb.38.2108

Reference yield: 30.2%

α-picoline (109-06-8) + methanol (67-56-1) → 2-vinylpyridine (100-69-6,25014-15-7,27476-03-5,329041-71-6) + 2,6-dimethylpyridine (108-48-5) + 2-Ethylpyridine (100-71-0) + 2,4-lutidine (108-47-4)

Guidance literature:

Cs exchanged zeolite; at 450 ℃; Product distribution; investigation of the heterogeneous vapor-phase alkylation of α-picoline with methanol over Na⁺, K⁺, Rb⁺, or Cs⁺ exchanged X- or Y-type zeolite in an atmosphere of nitrogen;

Reference yield: 28.1%

α-picoline (109-06-8) + methanol (67-56-1) → 2,6-dimethylpyridine (108-48-5) + 2-Ethylpyridine (100-71-0)

Guidance literature:

ammonium chloride; at 335 ℃; for 12h; Product distribution; variation of reaction temperature, duration of heating, catalysts, and fraction of methanol;

upstream raw materials:

4-chloro-2,6-lutidine

3-bromo-2,6-dimethylpyridine

2,6-dimethylpyridine-3-carboxylic acid

2,6-dimethyl-1H-pyridin-4-one

Downstream raw materials:

2-methyl-6-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)pyridine

(Methyl-6 pyridyl-2)-2 indanedione-1,3

2-(6-methylpyridin-2-yl)-ethanol

2,6-pyridinediethanol

Refernces

• 1、 Hu, Huaiyuan,Vasiliu, Monica,Stein, Trent H.,Qu, Fengrui,Gerlach, Deidra L.,Dixon, David A.,Shaughnessy, Kevin H.. "Synthesis, structural characterization, and coordination chemistry of (Trineopentylphosphine)palladium(aryl)bromide dimer complexes ([(Np3P)Pd(Ar)Br]2)". . p. 13299 - 13313. Retrieved 2019.
• 2、 Lewinski, Janusz,Pasynkiewicz, Stanislaw. "". . p. 39 - 44. Retrieved 1988.
• 3、 Zheng, Junhao,Lin, Yue-Jian,Wang, Huadong. "Synthesis of 2-(lutidinyl)organoboranes and their reactivities against dihydrogen and pinacol borane". . p. 6088 - 6093. Retrieved 2016.
• 4、 Morimoto, Yoshiki,Kurihara, Hajime,Shoji, Takamasa,Kinoshita, Takamasa. "Suggestion of unexpected sulfur dioxide mechanism for deoxygenations of pyridine N-oxides with alkanesulfonyl chlorides and triethylamine". . p. 1471 - 1474. Retrieved 2000.
• 5、 Suzuki, Hitomi,Sato, Naofumi,Osuka, Atsuhiro. "A MILD DEOXYGENATION OF HETEROAROMATIC N-OXIDES WITH DIPHOSPHORUS TETRAIODIDE". . p. 459 - 460. Retrieved 1980.
• 6、 Dorofeenko et al.. "-". . . Retrieved 1973.
• 7、 García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.. "A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics". supporting information. . Retrieved 2022/01/04.
• 8、 Li, Jiaqi,Liu, Shengsi,Lohr, Tracy L.,Marks, Tobin J.. "Efficient Chemoselective Reduction of N-Oxides and Sulfoxides Using a Carbon-Supported Molybdenum-Dioxo Catalyst and Alcohol". . p. 4139 - 4146. Retrieved 2019/05/27.