3-Methyl-2-phenylpyridine

Base Information

• Chemical Name: 3-Methyl-2-phenylpyridine
• CAS No.: 10273-90-2
• Molecular Formula: C12H11N
• Molecular Weight: 169.226
• Hs Code.: 2933399090
• European Community (EC) Number: 233-619-1
• NSC Number: 26784
• UNII: OIY9I0GL3Z
• DSSTox Substance ID: DTXSID50145475
• Nikkaji Number: J149.741C
• Wikidata: Q72495225
• Mol file: 10273-90-2.mol

Synonyms:3-Methyl-2-phenylpyridine;10273-90-2;2-Phenyl-beta-picoline;Pyridine, 3-methyl-2-phenyl-;3-Picoline, 2-phenyl-;3-methyl-2-phenyl-pyridine;OIY9I0GL3Z;EINECS 233-619-1;MFCD00006283;NSC 26784;NSC-26784;2-Phenyl-3-picoline;2-Phenyl-3-methylpyridine;2-Phenyl-3-methyl-pyridine;NSC26784;UNII-OIY9I0GL3Z;SCHEMBL64623;BJATUPPYBZHEIO-UHFFFAOYSA-;DTXSID50145475;3-Methyl-2-phenylpyridine, 98%;AKOS015841925;AM86224;CS-W017719;SB52471;DS-10693;SY019480;FT-0616076;M0932;A800610;J-512843

Chemical Property of 3-Methyl-2-phenylpyridine

Chemical Property:

• Appearance/Colour: Clear brown liquid
• Vapor Pressure: 0.00732mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 278.2 °C at 760 mmHg
• PKA: 4.73±0.10(Predicted)
• Flash Point: 96.1 °C
• PSA: 12.89000
• Density: 1.03 g/cm³
• LogP: 3.05700
• Storage Temp.: Inert atmosphere,Room Temperature
• 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:

99% ^*data from raw suppliers

3-Methyl-2-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=CC=C1)C2=CC=CC=C2

Technology Process of 3-Methyl-2-phenylpyridine

There total 45 articles about 3-Methyl-2-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: 96.0%

2-bromo-3-picoline (3430-17-9) + phenylboronic acid (98-80-6) → 2-phenyl-3-methylpyridine (10273-90-2)

Guidance literature:

With {2,6-bis[(di-1-piperidinylphosphino)amino]phenyl}palladium(II) chloride; potassium carbonate; In 1,4-dioxane; water; butan-1-ol; at 100 ℃; for 4h;

DOI:10.1002/adsc.200900848

Reference yield: 96.0%

2-bromo-3-picoline (3430-17-9) + 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide (109674-45-5) → 2-phenyl-3-methylpyridine (10273-90-2)

Guidance literature:

With potassium phosphate; [Pd(η(5)-C5H5)Fe(η(5)-C5H3-C(CH3)=N-C6H4-4-CH3)Cl(P(C6H5)3)]; In ethanol; water; at 90 ℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1039/c4ra07486f

Reference yield: 95.0%

2 chloro-3-methylpyridine (18368-76-8) + phenylboronic acid (98-80-6) → 2-phenyl-3-methylpyridine (10273-90-2)

Guidance literature:

With potassium phosphate; C₄₆H₅₂Cl₃N₃O₂Pd; In tetrahydrofuran; water; at 60 ℃; for 4h;

DOI:10.1021/acs.organomet.9b00230

upstream raw materials:

3-Methylpyridine

phenyllithium

toluene

allyl alcohol

Downstream raw materials:

3-methyl-2-phenylpyridine N-oxide

bis(3-methyl-2-phenylpyridine)zinc(II) bromide

bis(3-methyl-2-phenylpyridine)cobalt(II) bromide

bis(3-methyl-2-phenylpyridine)copper(II) bromide

Refernces

• 1、 Li, Gang,Gao, Yuan,Jia, Chunqi,Wang, Shichong,Yan, Bingxu,Fang, Yu,Yang, Suling. "Meta-dehydrogenative alkylation of arenes with ethers, ketones, and esters catalyzed by ruthenium". . p. 8758 - 8763. Retrieved 2020.
• 2、 Lee, Dong Jin,Han, Hong Sik,Shin, Jinhwan,Yoo, Eun Jeong. "Multicomponent [5 + 2] cycloaddition reaction for the synthesis of 1,4-diazepines: Isolation and reactivity of azomethine ylides". . p. 11606 - 11609. Retrieved 2014.
• 3、 Colacot, Thomas J.,Shea, Helene A.. "Cp2Fe(PR2)2PdCl2 (R = i-Pr, t-Bu) complexes as air-stable catalysts for challenging Suzuki coupling reactions". . p. 3731 - 3734. Retrieved 2004.
• 4、 Abramovitch et al.. "-". . . Retrieved 1960.
• 5、 Li, Dong-Hui,He, Xu-Xian,Xu, Chang,Huang, Fei-Dong,Liu, Ning,Shen, Dong-Sheng,Liu, Feng-Shou. "N-Heterocarbene Palladium Complexes with Dianisole Backbones: Synthesis, Structure, and Catalysis". . p. 2539 - 2552. Retrieved 2019/06/17.