5,8-Dibromoquinoxaline

Base Information

• Chemical Name: 5,8-Dibromoquinoxaline
• CAS No.: 148231-12-3
• Molecular Formula: C8H4Br2N2
• Molecular Weight: 287.941
• Hs Code.: 2933990090
• European Community (EC) Number: 683-353-9
• DSSTox Substance ID: DTXSID60467892
• Nikkaji Number: J748.865C
• Wikidata: Q82294976
• Mol file: 148231-12-3.mol

Synonyms:5,8-dibromoquinoxaline;148231-12-3;Quinoxaline, 5,8-dibromo-;MFCD18448005;5,8-dibromo-quinoxaline;5.8-Dibromo-quinoxaline;5,8-Dibromoquinoxaline, 97%;SCHEMBL1126077;DTXSID60467892;ZPZBXKVJNVNNET-UHFFFAOYSA-N;AMY41226;YFA23112;AKOS016006247;CS-W005900;DS-4180;SY116318;C72823;A855102

Chemical Property of 5,8-Dibromoquinoxaline

Chemical Property:

• Melting Point: 198-203°C (dec.)
• Boiling Point: 352.5±37.0 °C(Predicted)
• PKA: -2.28±0.30(Predicted)
• PSA: 25.78000
• Density: 2.022±0.06 g/cm3(Predicted)
• LogP: 3.15480
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 287.87207
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99.0% ^*data from raw suppliers

5,8-Dibromoquinoxaline 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-37/38-41
• Safety Statements: 26-39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1Br)N=CC=N2)Br

Technology Process of 5,8-Dibromoquinoxaline

There total 49 articles about 5,8-Dibromoquinoxaline 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: 100.0%

Glyoxal (131543-46-9,107-22-2) + 1,2-diamine-3,6-dibromobenzene (69272-50-0) → 5,8-dibromoquinoxaline (148231-12-3)

Guidance literature:

In ethanol; water; for 8h;

Reference yield: 99.0%

5,5,8,8-tetrabromo-5,6,7,8-tetrahydroquinoxaline → 5,8-dibromoquinoxaline (148231-12-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; Darkness; Inert atmosphere;

DOI:10.1016/j.tet.2017.02.014

Reference yield: 76.0%

1,2-diamine-3,6-dibromobenzene (69272-50-0) + glyoxal sodium bisulfite → 5,8-dibromoquinoxaline (148231-12-3)

Guidance literature:

In ethanol; for 3h; Heating;

DOI:10.1002/ejoc.200600376

upstream raw materials:

Glyoxal

1,2-diamine-3,6-dibromobenzene

benzo[1,2,5]thiadiazole

4,7-dibromobenzo[c][1,2,5]thiadiazole

Refernces

• 1、 Aguiar, Leonardo de O.,Junior, Adalberto S.L.,Bechtold, Ivan H.,Curcio, Sergio Fernando,Cazati, Thiago,Alves, Tiago V.,Vieira, André Alexandre. "Molecular 5,8-π-extended quinoxaline derivatives as chromophores for photoluminescence applications". . . Retrieved 2019.
• 2、 Kim, Ji-Hoon,Song, Chang Eun,Kim, Hee Un,Kang, In-Nam,Shin, Won Suk,Park, Moo-Jin,Hwang, Do-Hoon. "New quinoxaline derivatives as accepting units in donor-acceptor type low-band gap polymers for organic photovoltaic cells". . p. 4136 - 4149. Retrieved 2013.
• 3、 Zhang, Jinyun,Liu, Fude,Sun, Zhe,Li, Chenglong,Zhang, Qian,Zhang, Chen,Liu, Zhiqiang,Liu, Xuguang. "Synthesis, characterization and properties of aryl-fused bis-BN dihydropyrenes". . p. 8178 - 8181. Retrieved 2018/07/29.