cis-4-Styrylpyridine

Base Information

• Chemical Name: cis-4-Styrylpyridine
• CAS No.: 5097-92-7
• Molecular Formula: C13H11N
• Molecular Weight: 181.237
• UNII: FDH329JY9D
• Nikkaji Number: J1.376.276G
• Wikidata: Q27277929
• Mol file: 5097-92-7.mol

Synonyms:cis-4-Styrylpyridine;cis-4-Stilbazole;(Z)-4-Stilbazole;4-Stilbazole, (Z)-;4-Styrylpyridine, (Z)-;FDH329JY9D;Pyridine, 4-styryl-, cis-;Pyridine, 4-styryl-, (Z)-;Pyridine, 4-(2-phenylethenyl)-, (Z)-;4-((1Z)-2-Phenylethenyl)pyridine;UNII-FDH329JY9D;5097-92-7;Pyridine, 4-((1Z)-2-phenylethenyl)-;(Z)-4-Styrylpyridine;SCHEMBL1880739;Q27277929

Chemical Property of cis-4-Styrylpyridine

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 181.089149355
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=CC=NC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C\C2=CC=NC=C2

Technology Process of cis-4-Styrylpyridine

There total 18 articles about cis-4-Styrylpyridine 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: 92.0%

→ (Z)-4-styrylpyridine (5097-92-7)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; dimethyl amine; palladium dichloride; In methanol; at 60 ℃; for 2.5h; stereoselective reaction; Electrochemical reaction;

Reference yield: 80.0%

4-(phenylethynyl)pyridine (13295-94-8) → (Z)-4-styrylpyridine (5097-92-7)

Guidance literature:

With hydrogen; Pd-BaSO₄; In ethanol;

Reference yield: 77.0%

4-(phenylethynyl)pyridine (13295-94-8) → 4-(2-phenylethyl)pyridine (2116-64-5) + (Z)-4-styrylpyridine (5097-92-7)

Guidance literature:

With potassium tert-butylate; hydrogen; C₂₀H₂₁MnNO₃PS⁽¹⁺⁾*Br^(1-); In toluene; at 60 ℃; for 8h; under 15001.5 Torr; chemoselective reaction; Autoclave; Glovebox;

DOI:10.1021/acs.orglett.0c01783

upstream raw materials:

pyridine-4-carbaldehyde

benzyltriphenylphosphonium chloride

4-(phenylethynyl)pyridine

trans-4-styrylpyride

Downstream raw materials:

cis-1,2-diphenyloxirane

4-(3-phenyl-oxiranyl)-pyridine

t-2,c-4-Diphenyl-r-1,t-3-bis(4-pyridyl)cyclobutan

rac-4,4'-((1R,2R,3S,4S)-2,4-diphenylcyclobutane-1,3-diyl)dipyridine

Refernces

• 1、 Hirose,Hayami,Maeda. "Magnetic properties of iron(III) complexes with photoisomerizable ligands". . p. 2059 - 2066. Retrieved 2000.
• 2、 Yamada, Shinji,Uematsu, Naoko,Yamashita, Kaori. "Role of cation - π interactions in the photodimerization of trans-4-styrylpyridines". . p. 12100 - 12101. Retrieved 2007.
• 3、 Moran, Maria Jesus,Martina, Katia,Bieliunas, Vidmantas,Baricco, Francesca,Tagliapietra, Silvia,Berlier, Gloria,De Borggraeve, Wim M.,Cravotto, Giancarlo. "Copper(0) nanoparticle catalyzed Z-Selective Transfer Semihydrogenation of Internal Alkynes". supporting information. p. 2850 - 2860. Retrieved 2021/05/06.
• 4、 Sklyaruk, Jan,Zubar, Viktoriia,Borghs, Jannik C.,Rueping, Magnus. "Methanol as the Hydrogen Source in the Selective Transfer Hydrogenation of Alkynes Enabled by a Manganese Pincer Complex". supporting information. p. 6067 - 6071. Retrieved 2020/08/28.