2-(2-(2-Furyl)vinyl)pyridine

Base Information

• Chemical Name: 2-(2-(2-Furyl)vinyl)pyridine
• CAS No.: 19053-95-3
• Molecular Formula: C11H9NO
• Molecular Weight: 0
• NSC Number: 78940
• Nikkaji Number: J51.323G
• Wikidata: Q76312256
• Mol file: 19053-95-3.mol

Synonyms:2-(2-(2-Furyl)vinyl)pyridine;19053-95-3;2-[2-(2-Furanyl)ethenyl]pyridine;NSC 78940;Pyridine, 2-(2-(2-furyl)vinyl)-;2-[(E)-2-(furan-2-yl)ethenyl]pyridine;AI3-18023;Pyridine, 2-[2-(2-furyl)vinyl]-;Pyridine, 2-(2-(2-furanyl)ethenyl)-;Pyridine, 2-[2-(2-furanyl)ethenyl]-;2-[2-(2-Furyl)vinyl]pyridine;NSC78940;WLN: T6NJ B1U1- BT5OJ;NSC-78940;2-[(E)-2-(2-furyl)ethenyl]pyridine;LS-131616

Chemical Property of 2-(2-(2-Furyl)vinyl)pyridine

Chemical Property:

• Vapor Pressure: 0.0123mmHg at 25°C
• Boiling Point: 269°C at 760 mmHg
• Flash Point: 112.3°C
• PSA: 26.03000
• Density: 1.151g/cm³
• LogP: 2.84500
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C=CC2=CC=CO2
• Isomeric SMILES: C1=CC=NC(=C1)/C=C/C2=CC=CO2

Technology Process of 2-(2-(2-Furyl)vinyl)pyridine

There total 12 articles about 2-(2-(2-Furyl)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: 62.0%

α-picoline (109-06-8) + furfural (98-01-1) → (E)-2-(2-(furan-2-yl)vinyl)pyridine (141632-19-1,19053-95-3)

Guidance literature:

With Trifluoromethanesulfonamide; bis(trifluoromethane)sulfonimide lithium; In toluene; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201400073

Reference yield: 60.0%

2-bromo-pyridine (109-04-6) + (E)-2-(2-bromoethenyl)furan (138572-96-0) → (E)-2-(2-(furan-2-yl)vinyl)pyridine (141632-19-1,19053-95-3)

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:

2-(β-bromovinyl)pyridine + fur-2-ylboronic acid (13331-23-2) → (E)-2-(2-(furan-2-yl)vinyl)pyridine (141632-19-1,19053-95-3)

Guidance literature:

With C₁₁H₂₀N₃⁽¹⁺⁾*C₂F₆NO₄S₂^(1-); palladium diacetate; at 60 - 65 ℃; for 6h; Ionic liquid; Inert atmosphere;

DOI:10.1016/j.apcata.2017.06.015

upstream raw materials:

α-picoline

furfural

2-(2-[2]furyl-vinyl)-1-methyl-pyridinium; iodide

N-methyl-2-methylpyridinium iodide

Refernces

• 1、 Li, Qiang-Qiang,Shah, Zaher,Qu, Jian-Ping,Kang, Yan-Biao. "Direct Wittig Olefination of Alcohols". . p. 296 - 302. Retrieved 2018/02/19.
• 2、 Liu, Jiandong,Ren, Qinghua,Zhang, Xinghua,Gong, Hegui. "Preparation of Vinyl Arenes by Nickel-Catalyzed Reductive Coupling of Aryl Halides with Vinyl Bromides". . p. 15544 - 15548. Retrieved 2016/12/09.