5-Methylquinoxaline

Base Information

• Chemical Name: 5-Methylquinoxaline
• CAS No.: 13708-12-8
• Molecular Formula: C9H8N2
• Molecular Weight: 144.176
• Hs Code.: 29339900
• European Community (EC) Number: 237-246-5
• UNII: L0AD7T152G
• DSSTox Substance ID: DTXSID4047090
• Nikkaji Number: J101.318A
• Wikidata: Q27225666
• Metabolomics Workbench ID: 45930
• ChEMBL ID: CHEMBL3182614
• Mol file: 13708-12-8.mol

Synonyms:5-Methylquinoxaline;13708-12-8;Quinoxaline, 5-methyl-;FEMA No. 3203;5-methyl quinoxaline;5-Methyl-Quinoxaline;EINECS 237-246-5;MFCD00012335;UNII-L0AD7T152G;L0AD7T152G;DTXSID4047090;8-methylquinoxaline;5-(methyl)-quinoxaline;5-Methylquinoxaline, 98%;5-methyl-1,4-naphthyridine;8-methyl-1,4-naphthyridine;SCHEMBL435004;CHEMBL3182614;DTXCID2027090;FEMA 3203;CHEBI:132799;5-METHYLQUINOXALINE [FHFI];5-Methylquinoxaline, >=99%, FG;AMY23297;Tox21_302282;AKOS008901079;CS-W004975;5-Methylquinoxaline, analytical standard;NCGC00256030-01;SY015222;TS-01882;CAS-13708-12-8;LS-178956;FT-0620667;M1371;EN300-119726;P10025;A807183;Q-100146;Q27225666

Chemical Property of 5-Methylquinoxaline

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.0465mmHg at 25°C
• Melting Point: 20-21 °C
• Refractive Index: n20/D 1.62(lit.)
• Boiling Point: 244.8 °C at 760 mmHg
• PKA: 1.40±0.30(Predicted)
• Flash Point: 108.8 °C
• PSA: 25.78000
• Density: 1.141 g/cm³
• LogP: 1.93820
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 144.068748264
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

5-Methylquinoxaline >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)N=CC=N2
• Description: 5-Methylquinoxaline has a burnt, roasted, nutty, roasted com, coffee odor.
• Uses: 5-Methylquinoxaline was used in the synthesis of 1,12-diphenyl-5-methyl-1,12,12a,12b-tetrahydrobis[1,2,4]triazolo[4,3-a:3′,4′-c]quinoxaline bis-cycloadducts.

Technology Process of 5-Methylquinoxaline

There total 8 articles about 5-Methylquinoxaline 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%

Glyoxal (131543-46-9,107-22-2) + 3-methyl-1,2-benzenediamine (2687-25-4) → 5-methylquinoxaline (13708-12-8)

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: 87.0%

5-methyl-1,2,3,4-tetrahydroquinoxaline (168409-55-0) → 5-methylquinoxaline (13708-12-8)

Guidance literature:

With C₅₅H₄₉N₄OP₂Ru; In o-xylene; at 140 ℃; for 48h; under 750.075 Torr; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1021/acs.organomet.7b00902

Reference yield: 40.0%

(2,6-Dimethyl-phenyl)-[2-(phenyl-hydrazono)-eth-(Z)-ylidene]-amine → 7-methyl-1H-indole (933-67-5,261352-51-6) + 5-methylquinoxaline (13708-12-8)

Guidance literature:

at 650 ℃; under 0.01 Torr;

DOI:10.1039/c39820000996

upstream raw materials:

glyoxal sodium bisulfite

3-methyl-1,2-benzenediamine

5-(2,6-dimethylphenyl)-1-phenyl-1H-1,2,5-triazapentadiene

Glyoxal

Downstream raw materials:

5-methylquinoxaline 1-oxide

quinoxalin-5-ylmethylene bis(3-nitrobenzoate)

Refernces

• 1、 Hollstein, Ulrich,Krisov, Galen E.. "Carbon-13 NMR Studies on some 5-Substituted Quinoxalines". . p. 300 - 304. Retrieved 1980.
• 2、 Liu, Tingting,Wu, Kaikai,Wang, Liandi,Yu, Zhengkun. "Potassium tert-Butoxide-Promoted Acceptorless Dehydrogenation of N-Heterocycles". supporting information. p. 3958 - 3964. Retrieved 2019/08/01.
• 3、 Indalkar, Krishna S,Khatri, Chetan K,Chaturbhuj, Ganesh U. "Rapid, efficient and eco-friendly procedure for the synthesis of quinoxalines under solvent-free conditions using sulfated polyborate as a recyclable catalyst". . p. 141 - 148. Retrieved 2017/02/23.