Quinoxaline

Base Information

• Chemical Name: Quinoxaline
• CAS No.: 91-19-0
• Molecular Formula: C8H6N2
• Molecular Weight: 130.149
• Hs Code.: 29339990
• European Community (EC) Number: 202-047-4
• UNII: QM4AR6M6T8
• DSSTox Substance ID: DTXSID6049432
• Nikkaji Number: J4.336B
• Wikipedia: Quinoxaline
• Wikidata: Q419930
• Metabolomics Workbench ID: 55433
• ChEMBL ID: CHEMBL39444
• Mol file: 91-19-0.mol

Synonyms:Quinoxaline;Quinoxalines

Chemical Property of Quinoxaline

Chemical Property:

• Appearance/Colour: light yellow to brown crystalline
• Vapor Pressure: 0.105mmHg at 25°C
• Melting Point: 29-32 °C(lit.)
• Refractive Index: 1.653
• Boiling Point: 229.5 °C at 760 mmHg
• PKA: 0.56(at 20℃)
• Flash Point: 98.3 °C
• PSA: 25.78000
• Density: 1.183 g/cm³
• LogP: 1.62980
• Storage Temp.: 2-8°C
• Solubility.: alcohol: freely soluble(lit.)
• Water Solubility.: SOLUBLE
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 130.053098200
• Heavy Atom Count: 10
• Complexity: 99.8

Purity/Quality:

99% ^*data from raw suppliers

Quinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CC=N2
• Uses: Organic synthesis. Quinoxaline is a reagent used in the synthesis of quinoxaline diimides as small molecule non-fullerene acceptors for organic solar cells.

Technology Process of Quinoxaline

There total 109 articles about Quinoxaline 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%

Glyoxal (131543-46-9,107-22-2) + 1,2-diamino-benzene (95-54-5) → 2,3-diethynylquinoxaline (91-19-0)

Guidance literature:

With 10 wtpercent sulfated polyborate; In neat (no solvent); at 100 ℃; for 0.05h; Green chemistry;

DOI:10.1007/s12039-017-1235-0

Reference yield: 98.0%

phenylglyoxal hydrate (1074-12-0) + 1,2-diamino-benzene (95-54-5) → 2,3-diethynylquinoxaline (91-19-0)

Guidance literature:

With silica-supported bismuth(III) chloride; In methanol; at 20 ℃; for 0.0833333h; Catalytic behavior;

DOI:10.1016/j.jorganchem.2013.06.037

Reference yield: 92.0%

ethylene glycol (107-21-1) + 1,2-diamino-benzene (95-54-5) → 2,3-diethynylquinoxaline (91-19-0)

Guidance literature:

With bis(3,5-di-(tert-butyl)-2-hydroxyazobenzolato)nickel(II); potassium tert-butylate; oxygen; In toluene; at 80 ℃; for 8h; Sealed tube;

DOI:10.1021/acs.joc.0c01819

upstream raw materials:

1,2,3,4-tetrahydroquinoxaline

Quinoxaline-2,3-dicarboxylic acid

ethanol

12-hydroxy-chrysene-5,6-dione

Downstream raw materials:

2-acetylquinoxaline

5-nitrobenzopyrazine

6-nitroquinoxaline

2,3-dicarboxypyrazine

Refernces

• 1、 Musha et al.. "-". . p. 1902,1904,1905,1907. Retrieved 1966.
• 2、 Lada, Zoi G.,Soto Beobide, Amaia,Savvidou, Aikaterini,Raptopoulou, Catherine P.,Psycharis, Vassilis,Voyiatzis, George A.,Turnbull, Mark M.,Perlepes, Spyros P.. "A unique copper(ii)-assisted transformation of acetylacetone dioxime in acetone that leads to one-dimensional, quinoxaline-bridged coordination polymers". . p. 260 - 274. Retrieved 2017.
• 3、 Maciejewska, Agnieszka Monika,Paprocki, Daniel,Poznański, Jaros?aw,Speina, El?bieta,Winiewska‐szajewska, Maria. "Synthesis of novel halogenated heterocycles based on o‐phenylenediamine and their interactions with the catalytic subunit of protein kinase ck2". supporting information. . Retrieved 2021/06/09.
• 4、 Xie, Zhenbing,Chen, Bingfeng,Zheng, Lirong,Peng, Fangfang,Liu, Huizhen,Han, Buxing. "Monomeric vanadium oxide: A very efficient species for promoting aerobic oxidative dehydrogenation of N-heterocycles". . p. 431 - 437. Retrieved 2021/01/11.