2-Methyl-4-phenylpyridine

Base Information

• Chemical Name: 2-Methyl-4-phenylpyridine
• CAS No.: 15032-21-0
• Molecular Formula: C12H11N
• Molecular Weight: 169.226
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50376489
• Nikkaji Number: J965.242F
• Wikidata: Q82165407
• Mol file: 15032-21-0.mol

Synonyms:2-methyl-4-phenylpyridine;15032-21-0;l-methyl-4-phenylpyridine;diethyleneglycoldibutylether;SCHEMBL134658;DTXSID50376489;AKOS006295674;SB53138;BS-21528;CS-0446954;FT-0691782;EN300-176506

Chemical Property of 2-Methyl-4-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.0151mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 265.4 °C at 760 mmHg
• Flash Point: 107.6 °C
• PSA: 12.89000
• Density: 1.03 g/cm³
• LogP: 3.05700
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.089149355
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

98%Min ^*data from raw suppliers

2-methyl-4-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=CC(=C1)C2=CC=CC=C2

Technology Process of 2-Methyl-4-phenylpyridine

There total 34 articles about 2-Methyl-4-phenylpyridine 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: 97.0%

propan-1-ol (71-23-8) + p-phenylpyridine (939-23-1) → 2-methyl-4-phenylpyridine (15032-21-0)

Guidance literature:

With Raney nickel; at 180 ℃; for 0.5h; Concentration; Temperature; regioselective reaction; Flow reactor; Green chemistry;

DOI:10.3390/molecules200915797

Reference yield: 83.0%

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (660867-80-1) → 2-methyl-4-phenylpyridine (15032-21-0)

Guidance literature:

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; phenylmagnesium halide; In tetrahydrofuran; at -78 - 20 ℃; for 2.25h; Inert atmosphere;

With trifluoroacetyl chloride; In tetrahydrofuran; at -78 - -40 ℃; for 18.5h; Further stages; Inert atmosphere;

DOI:10.1002/anie.201510027

Reference yield: 83.0%

4-Phenylpyridine 1-oxide (1131-61-9) → 2-methyl-4-phenylpyridine (15032-21-0)

Guidance literature:

In tetrahydrofuran; at 0 - 25 ℃; for 2h;

DOI:10.1002/1521-3773(20000717)39:14<2529::AID-ANIE2529>3.0.CO;2-E

upstream raw materials:

α-picoline

phenylmagnesium chloride

2-Methyl-4-phenyl-4H-pyridine-1-carboxylic acid ethyl ester

2-Methyl-4-phenyl-4H-pyridine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

4-Phenyl-2-picolin-1-oxid

2-<<(p-bromophenyl)thio>methyl>-4-phenylpyridine

2-(hydroxymethyl)-4-phenylpyridine

Refernces

• 1、 Chen, Suqing,Chen, Wenjun,Chen, Yu,Liu, Zhenghui,Mu, Tiancheng,Wang, Peng,Yan, Zhenzhong. "Small organic molecules with tailored structures: Initiators in the transition-metal-free C-H arylation of unactivated arenes". . p. 14500 - 14509. Retrieved 2020/04/27.
• 2、 Sun, Alexandra C.,McClain, Edward J.,Beatty, Joel W.,Stephenson, Corey R. J.. "Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles". . p. 3487 - 3490. Retrieved 2018/06/26.