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

Base Information

• Chemical Name: 2-[(E)-2-(4-Methylphenyl)ethenyl]pyridine
• CAS No.: 718-27-4
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.264
• NSC Number: 204923
• DSSTox Substance ID: DTXSID90418756
• Nikkaji Number: J187.524H,J303.372D
• Mol file: 718-27-4.mol

Synonyms:718-27-4;2-[(E)-2-(4-Methylphenyl)ethenyl]pyridine;2-(4-Methylstyryl)pyridine;2-[2-(p-Tolyl)ethenyl]pyridine;NSC204923;starbld0003000;SCHEMBL707730;DTXSID90418756;2-[(E)-4-Methylstyryl]pyridine;HRBZKIXCQILVSA-MDZDMXLPSA-N;NSC-204923;trans-1-(4-methylphenyl)-2-(pyridyl)ethene;2-[(E)-2-(4-Methylphenyl)ethenyl]pyridine #;Pyridine, 2-(2-(4-methylphenyl)ethenyl)-, trans;2-(2-(4-METHYLPHENYL)-TRANS-VINYL)PYRIDINE;Q63408718;7370-24-3

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

Chemical Property:

• Vapor Pressure: 0.000658mmHg at 25°C
• Boiling Point: 318.8°C at 760 mmHg
• Flash Point: 135.6°C
• PSA: 12.89000
• Density: 1.072g/cm³
• LogP: 3.56040
• 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: 201

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 30 articles about 2-[(E)-2-(4-Methylphenyl)ethenyl]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

Refernces

• 1、 Cao, Chaotun,Cao, Chenzhong,Zeng, Zhao. "A new insight into the push-pull effect of substituents via the stilbene-like model compounds". . . Retrieved 2022/02/01.
• 2、 Rahimi, Leila,Mansoori, Yagoub,Nuri, Ayat,Koohi-Zargar, Behzad,Esquivel, Dolores. "A new Pd(II)-supported catalyst on magnetic SBA-15 for C-C bond formation via the Heck and Hiyama cross-coupling reactions". . . Retrieved 2020/12/01.