2-Vinylquinoline

Base Information

• Chemical Name: 2-Vinylquinoline
• CAS No.: 772-03-2
• Molecular Formula: C11H9N
• Molecular Weight: 155.199
• Hs Code.: 2933499090
• European Community (EC) Number: 212-246-8
• NSC Number: 99356
• UNII: MP7ET1KLE9
• DSSTox Substance ID: DTXSID4061123
• Nikkaji Number: J193.155E
• Wikidata: Q81989326
• ChEMBL ID: CHEMBL172694
• Mol file: 772-03-2.mol

Synonyms:2-Vinylquinoline;772-03-2;2-ethenylquinoline;Quinoline, 2-ethenyl-;Quinoline, 2-vinyl-;2-Vinyl-quinoline;C11H9N;MP7ET1KLE9;EINECS 212-246-8;NSC 99356;NSC-99356;vinyl-quinoline;Vinyl quinoline;NSC99356;2-ethenyl-Quinoline;UNII-MP7ET1KLE9;2-Vinylquinoline, 97%;SCHEMBL108424;CHEMBL172694;DTXSID4061123;SCHEMBL14135611;MFCD00041861;AKOS006230615;AS-56730;A9777;CS-0205210;FT-0613471;EN300-1842687;J-510364

Chemical Property of 2-Vinylquinoline

Chemical Property:

• Appearance/Colour: dark orange-brown liquid
• Vapor Pressure: 0.0117mmHg at 25°C
• Melting Point: 284-285 °C
• Refractive Index: 1.666
• Boiling Point: 270 °C at 760 mmHg
• PKA: 4.88±0.40(Predicted)
• Flash Point: 111.9 °C
• PSA: 12.89000
• Density: 1.087 g/cm³
• LogP: 2.87780
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.073499291
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99%, ^*data from raw suppliers

2-Vinylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=NC2=CC=CC=C2C=C1

Technology Process of 2-Vinylquinoline

There total 24 articles about 2-Vinylquinoline 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: 99.0%

2-Chloroquinoline (612-62-4) + tri-n-butyl(vinyl)tin (7486-35-3) → 2-vinylquinoline (772-03-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 1.5h; Reflux;

Reference yield: 88.0%

quinoline 2-carbaldehyde (5470-96-2) + Methyltriphenylphosphonium bromide (1779-49-3) → 2-vinylquinoline (772-03-2)

Guidance literature:

With potassium tert-butylate; In diethyl ether; at 0 - 20 ℃;

DOI:10.1039/d1cc04225d

Reference yield: 82.0%

Quinoline N-oxide (1613-37-2) + vinyl magnesium bromide (1826-67-1) → 2-vinylquinoline (772-03-2)

Guidance literature:

Quinoline N-oxide; With isobutyl chloroformate; In tetrahydrofuran; at -78 - 20 ℃;

vinyl magnesium bromide; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

With water; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

2-ethylquinoline

2-quinolin-2-yl-ethanol

β-N,N-dimethylaminoethylquinaldine

tri-n-butyl(vinyl)tin

Downstream raw materials:

2-[2-(4-methyl-piperazin-1-yl)-ethyl]-quinoline

1,2-diphenyl-3-(quinolin-2-yl)butan-2-ol

(2S,3R)-1,2-diphenyl-3-(quinolin-2-yl)butan-2-ol

2-ethylquinoline

Refernces

• 1、 Alunni,Orazi. "Mechanism and proton activating factors in the base-induced β-elimination reaction of N-[2-(2-quinolyl)ethyl]-quinuclidinium salt". . p. 879 - 883. Retrieved 2001.
• 2、 Pang, Haobo,Hu, Yuting,Yu, Julie,Gallou, Fabrice,Lipshutz, Bruce H.. "Water-Sculpting of a Heterogeneous Nanoparticle Precatalyst for Mizoroki-Heck Couplings under Aqueous Micellar Catalysis Conditions". supporting information. p. 3373 - 3382. Retrieved 2021/04/07.
• 3、 -. "PYRAZOLOPYRIMIDINE PDE10 INHIBITORS". . . Retrieved 2017/12/27.