2-[(E)-2-(4-Methylphenyl)vinyl]pyridine

Base Information

• Chemical Name: 2-[(E)-2-(4-Methylphenyl)vinyl]pyridine
• CAS No.: 7370-24-3
• Molecular Formula: C14H13N
• Molecular Weight: 195.264
• Mol file: 7370-24-3.mol

Synonyms:2-((E)-2-p-Tolyl-vinyl)-pyridine;2-(4-methyl-trans-styryl)-pyridine;2-(4-Methyl-styryl)-pyridin;(E)-2-(p-tolylstyryl)pyridine;2-(4-Methyl-trans-styryl)-pyridin;(E)-2-(2-p-tolylvinyl)pyridine;2-(4-methyl-styryl)-pyridine;

Chemical Property of 2-[(E)-2-(4-Methylphenyl)vinyl]pyridine

Chemical Property:

• Melting Point: 76-78 °C
• Boiling Point: 318.8±22.0 °C(Predicted)
• PKA: 4.70±0.10(Predicted)
• PSA: 12.89000
• Density: 1.072±0.06 g/cm3(Predicted)
• LogP: 3.56040

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[(E)-2-(4-Methylphenyl)vinyl]pyridine

There total 24 articles about 2-[(E)-2-(4-Methylphenyl)vinyl]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: 94.0%

2-bromo-pyridine (109-04-6) + (E)-4-methylstyrenyl bromide (60655-80-3,73839-44-8,76557-94-3) → (E)-2-(4-methylstyryl)pyridine (7370-24-3,718-27-4)

Guidance literature:

With potassium fluoride; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; N,N-dimethyl acetamide; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc; at 0 - 20 ℃; for 15h; chemoselective reaction; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201607959

Reference yield: 92.0%

pyridine (110-86-1) + 1-(2-(trimethylsilyl)ethynyl)toluene (4186-14-5) → (E)-2-(4-methylstyryl)pyridine (7370-24-3,718-27-4)

Guidance literature:

With sodium hexaflorophosphate; chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); at 150 ℃; for 9h;

DOI:10.1021/ja029829z

Reference yield: 88.0%

2-vinylpyridine (100-69-6,25014-15-7,27476-03-5,329041-71-6) + para-bromotoluene (106-38-7) → (E)-2-(4-methylstyryl)pyridine (7370-24-3,718-27-4)

Guidance literature:

With C₁₈H₂₁N₃O₂Pd; tetrabutylammomium bromide; caesium carbonate; In N,N-dimethyl acetamide; at 150 ℃; for 15h; Sealed tube;

DOI:10.1016/j.tet.2013.10.078

upstream raw materials:

2-vinylpyridine

p-methylbenzenediazonium chloride

α-picoline

4-methyl-benzaldehyde

Downstream raw materials:

(Z)-2-(p-tolylstyryl)pyridine

Refernces

• 1、 Cao, Chao-Tun,Yan, Lu,Cao, Chenzhong. "Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups". . . Retrieved 2021/05/21.
• 2、 Li, Qiang-Qiang,Shah, Zaher,Qu, Jian-Ping,Kang, Yan-Biao. "Direct Wittig Olefination of Alcohols". . p. 296 - 302. Retrieved 2018/02/19.