8-Acetylquinoline

Base Information

• Chemical Name: 8-Acetylquinoline
• CAS No.: 56234-20-9
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID50480515
• Nikkaji Number: J1.477.460B
• Wikidata: Q82315325
• Mol file: 56234-20-9.mol

Synonyms:8-ACETYLQUINOLINE;1-(quinolin-8-yl)ethanone;56234-20-9;1-quinolin-8-ylethanone;1-(quinolin-8-yl)ethan-1-one;1-Quinolin-8-yl-ethanone;SCHEMBL2632726;DTXSID50480515;SHVCKCOMBWIPBE-UHFFFAOYSA-N;MFCD00047620;AKOS006272355;SB67721;AS-56850;CS-0130490;EN300-343337;Z1198148849

Chemical Property of 8-Acetylquinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 42-43.5 °C
• Refractive Index: 1.622
• Boiling Point: 315.207 °C at 760 mmHg
• PKA: 3.28±0.17(Predicted)
• Flash Point: 152.423 °C
• PSA: 29.96000
• Density: 1.154 g/cm³
• LogP: 2.43740
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

98%min ^*data from raw suppliers

1-(Quinolin-8-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CC2=C1N=CC=C2

Technology Process of 8-Acetylquinoline

There total 32 articles about 8-Acetylquinoline 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: 90.0%

dihydroxy-methyl-borane (13061-96-6) + (2-methoxyphenyl)(quinolin-8-yl)methanone → 1-(quinolin-8-yl)ethan-1-one (56234-20-9)

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; potassium carbonate; In toluene; at 140 ℃; for 48h; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b01434

Reference yield: 83.0%

methyl magnesium iodide (917-64-6) + quinoline-8-carboxylic acid methoxymethylamide (628711-56-8) → 1-(quinolin-8-yl)ethan-1-one (56234-20-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Nitrogen atmosphere;

Reference yield: 81.0%

2-aminoacetophenone (551-93-9) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1-(quinolin-8-yl)ethan-1-one (56234-20-9)

Guidance literature:

With ferrous(II) sulfate heptahydrate; sodium meta-nitrobenzenesulfonic acid; In methanesulfonic acid; at 120 ℃; Inert atmosphere;

DOI:10.1002/anie.201206693

upstream raw materials:

8-ethylquinoline

quinoline-8-carboxylic acid ethylester

ethyl acetate

-butyl vinyl ether

Downstream raw materials:

2-(quinolin-8-yl)acetic acid

2-bromo-1-[8]quinolyl-ethanone; hydrobromide

4-(4-bromo-2,6-dimethylphenyl)-2,6-di(quinolin-8-yl)pyridine

(quinolin-8-yl)(m-tolyl)methanone

Refernces

• 1、 Demianets, Ivan,Hunt, Jonathan R.,Dawlaty, Jahan M.,Williams, Travis J.. "Optical p Ka Control in a Bifunctional Iridium Complex". supporting information. p. 200 - 204. Retrieved 2019/01/21.
• 2、 Dennis, Joseph M.,Compagner, Chad T.,Dorn, Stanna K.,Johnson, Jeffrey B.. "Rhodium-Catalyzed Interconversion of Quinolinyl Ketones with Boronic Acids via C-C Bond Activation". . p. 3334 - 3337. Retrieved 2016/07/26.