2-Hydroxyquinoxaline

Base Information

• Chemical Name: 2-Hydroxyquinoxaline
• CAS No.: 1196-57-2
• Deprecated CAS: 15167-45-0
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 29339900
• European Community (EC) Number: 214-815-6
• NSC Number: 13154
• DSSTox Substance ID: DTXSID6061604
• Nikkaji Number: J54.923A
• Wikidata: Q27118020
• Metabolomics Workbench ID: 56059
• Mol file: 1196-57-2.mol

Synonyms:2-hydroxyquinoxaline

Chemical Property of 2-Hydroxyquinoxaline

Chemical Property:

• Vapor Pressure: 8.65E-06mmHg at 25°C
• Melting Point: 271-272 °C
• Refractive Index: 1.666
• Boiling Point: 363.4 °C at 760 mmHg
• PKA: 9.20±0.50(Predicted)
• Flash Point: 173.6 °C
• PSA: 46.01000
• Density: 1.31 g/cm³
• LogP: 1.33540
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Very Slightly, Heated)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

2-Quinoxalinone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=O)C=N2
• Uses: 2-Quinoxalinone is a metabolite of Quinalphos, and is known to photocatalytically destroy antioxidant vitamins and biogenic amines in vitro and is genotoxic to both light- and dark-exposed bacteria.

Technology Process of 2-Hydroxyquinoxaline

There total 85 articles about 2-Hydroxyquinoxaline 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: 98.0%

3-(nitromethyl)-3,4-dihydroquinoxalin-2(1H)-one → quinoxalin-2(1)-one (1196-57-2)

Guidance literature:

In water; at 20 ℃; for 19.5h; Reflux;

DOI:10.1007/s10593-016-1934-3

Reference yield: 98.0%

1,2-diamino-benzene (95-54-5) + Glyoxilic acid (298-12-4) → quinoxalin-2(1)-one (1196-57-2)

Guidance literature:

In ethanol; at 20 ℃; for 2h;

DOI:10.1016/j.bioorg.2014.05.010

Reference yield: 95.0%

glyoxylic acid ethyl ester (924-44-7) + 1,2-diamino-benzene (95-54-5) → quinoxalin-2(1)-one (1196-57-2)

Guidance literature:

In ethanol; toluene; at 85 ℃;

DOI:10.1002/cmdc.201900481

upstream raw materials:

quinoxaline-N-oxide

1-nitroso-3-keto-1,2,3,4-tetrahydroquinoxaline

chloral hydrate

o-phenylenediamine hydrochloride

Downstream raw materials:

1-methyl-2(1H)-quinoxalinone

2-chloroquinoxaline

quinoxaline-2,3-dione

3-[2-(2-Methoxy-phenyl)-2-oxo-ethyl]-1H-quinoxalin-2-one

Refernces

• 1、 Cuenca,Bruno. "Micellar effects upon the reaction of hydroxide ion with 2-phenoxyquinoxaline". . p. 963 - 972. Retrieved 1994.
• 2、 Landquist. "-". . p. 2830,2831. Retrieved 1953.
• 3、 Xu, Jun,Yang, Huiyong,He, Lei,Huang, Lin,Shen, Jiabin,Li, Wanmei,Zhang, Pengfei. "Synthesis of (E)-Quinoxalinone Oximes through a Multicomponent Reaction under Mild Conditions". . p. 195 - 201. Retrieved 2021.
• 4、 Petit, Elena,Bosch, Llus,Font, Joan,Mola, Laura,Costa, Anna M.,Vilarrasa, Jaume. "Tosvinyl and besvinyl as protecting groups of imides, azinones, nucleosides, sultams, and lactams. Catalytic conjugate additions to tosylacetylene". . p. 8826 - 8834. Retrieved 2014.
• 5、 Li, Ke-Jing,Jiang, Yang-Ye,Xu, Kun,Zeng, Cheng-Chu,Sun, Bao-Guo. "Electrochemically dehydrogenative C-H/P-H cross-coupling: Effective synthesis of phosphonated quinoxalin-2(1: H)-ones and xanthenes". . p. 4412 - 4421. Retrieved 2019.
• 6、 Cuenca, Angela. "Surfactant effects on the reaction of 2-(4-cyano-phenoxy)-quinoxaline with hydroxide ion". . p. 510 - 515. Retrieved 2006.
• 7、 Wan, Shuocheng,Wang, Jie,Huo, Congde. "Copper catalyzed aerobic oxidative amination of 3,4-dihydroquinoxalin-2(1H)-ones". . . Retrieved 2021.
• 8、 Ding, Ling,Hao, Yanke,Liu, Yuxiu,Niu, Kaikai,Song, Hongjian,Wang, Qingmin,Zhou, Pan. "Electro-oxidative C-H azolation of quinoxalin-2(1H)-ones". . p. 3246 - 3249. Retrieved 2021.
• 9、 Do Amaral, Daniel N.,De Sá Alves, Fernando R.,Barreiro, Eliezer J.,Laufer, Stefan A.,Lima, Lídia M.. "Multi-gram preparation of 7-nitroquinoxalin-2-amine". . p. 1874 - 1878. Retrieved 2017.
• 10、 Fathalla, Magda F.. "Kinetics of the reaction of 2-chloro-quinoxaline with hydroxide ion in ACN-H2O and DMSO-H2O binary solvent mixtures". . p. 1258 - 1270. Retrieved 2011.