2-Methyl-3-phenylpyridine

Base Information

• Chemical Name: 2-Methyl-3-phenylpyridine
• CAS No.: 3256-89-1
• Molecular Formula: C12H11N
• Molecular Weight: 169.226
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30344560
• Nikkaji Number: J2.622.608B
• Wikidata: Q82116529
• Mol file: 3256-89-1.mol

Synonyms:2-Methyl-3-phenylpyridine;3256-89-1;2-Methyl-3-phenyl-pyridine;SCHEMBL2084918;DTXSID30344560;AKOS006274542;FT-0691776;A905291

Chemical Property of 2-Methyl-3-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 266.1 °C at 760 mmHg
• Flash Point: 108.1 °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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=N1)C2=CC=CC=C2

Technology Process of 2-Methyl-3-phenylpyridine

There total 21 articles about 2-Methyl-3-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%

propan-1-ol (71-23-8) + 3-phenylpyridine (1008-88-4) → 2-methyl-3-phenylpyridine (3256-89-1)

Guidance literature:

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

DOI:10.3390/molecules200915797

Reference yield: 90.0%

3-bromo-2-picoline (38749-79-0) + phenylboronic acid (98-80-6) → 2-methyl-3-phenylpyridine (3256-89-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In tetrahydrofuran; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03935

Reference yield: 83.0%

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) + 3-bromo-2-picoline (38749-79-0) → 2-methyl-3-phenylpyridine (3256-89-1)

Guidance literature:

With potassium phosphate; (C₅H₅FeC₅H₃C(CH₃)NC₆H₄CH₃)PdCl(tricyclohexylphosphine); potassium acetate; In 1,4-dioxane; water; at 100 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201101409

upstream raw materials:

allyl alcohol

1-phenyl-acetone

2-methyl-3-phenyl-piperidine

acrolein

Downstream raw materials:

2-methyl-3-phenylpyridinium methiodide

2-methyl-3-(3-nitrophenyl)pyridine

2-methyl-3-(4'-nitrophenyl)pyridine

2-methyl-1-oxido-3-phenylpyridine

Refernces

• 1、 Li, Hong-Liang,Kuninobu, Yoichiro. "Palladium-Catalyzed Secondary C(sp3)?H Arylation of 2-Alkylpyridines". supporting information. p. 2637 - 2641. Retrieved 2020/06/02.
• 2、 -. "Multi-substituted amine compound and its preparation and use (by machine translation)". Paragraph 0671; 0672; 0676-0678. . Retrieved 2018/04/27.