(E)-2-(2-Methylphenylethenyl)pyridine

Base Information

• Chemical Name: (E)-2-(2-Methylphenylethenyl)pyridine
• CAS No.: 77275-11-7
• Molecular Formula: C14H13N
• Molecular Weight: 195.2597
• Nikkaji Number: J2.223.593A
• Mol file: 77275-11-7.mol

Synonyms:(E)-2-(2-Methylphenylethenyl)pyridine;77275-11-7;2-[(E)-2-Methylstyryl]pyridine

Chemical Property of (E)-2-(2-Methylphenylethenyl)pyridine

Chemical Property:

• Vapor Pressure: 0.000929mmHg at 25°C
• Boiling Point: 313.2°Cat760mmHg
• Flash Point: 132.3°C
• Density: 1.072g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.104799419
• Heavy Atom Count: 15
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C=CC2=CC=CC=N2
• Isomeric SMILES: CC1=CC=CC=C1/C=C/C2=CC=CC=N2

Technology Process of (E)-2-(2-Methylphenylethenyl)pyridine

There total 2 articles about (E)-2-(2-Methylphenylethenyl)pyridine 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: 59.0%

triphenyl-(2-pyridylmethyl)phosphonium chloride (38700-15-1) + 2-methylphenyl aldehyde (529-20-4) → (E)-2-(o-tolylstyryl)pyridine (77275-11-7)

Guidance literature:

triphenyl-(2-pyridylmethyl)phosphonium chloride; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

2-methylphenyl aldehyde; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 13h; Inert atmosphere;

DOI:10.1039/c5cc10401g

Reference yield:

N-methyl-2-methylpyridinium iodide (872-73-1) + 2-methylphenyl aldehyde (529-20-4) → (E)-2-(o-tolylstyryl)pyridine (77275-11-7)

Guidance literature:

With piperidine; Yield given. Multistep reaction; 1) methanol, 2) pyrolysis;

Reference yield: 52.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) + (E)-2-(o-tolylstyryl)pyridine (77275-11-7) → N-methyl-N-(3-(pyridin-2-yl)-2-(o-tolyl)propyl)aniline

Guidance literature:

With diphenyl hydrogen phosphate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In toluene; at 25 ℃; for 14h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1039/c5cc10401g

upstream raw materials:

N-methyl-2-methylpyridinium iodide

2-methylphenyl aldehyde

triphenyl-(2-pyridylmethyl)phosphonium chloride

Refernces

• 1、 Schubert, Ralf,Ramana, Devalla Venkata,Gruetzmacher, Hans-Friedrich. "Kinetic Energy Release and Hammond Postulate During Intramolecular Aromatic Substitution in 2-Stilbazole Ions". . p. 3758 - 3774. Retrieved 2007/10/02.