1,2,3,4-Tetrahydroquinoxaline

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroquinoxaline
• CAS No.: 3476-89-9
• Molecular Formula: C8H10N2
• Molecular Weight: 134.181
• Hs Code.: 29339900
• European Community (EC) Number: 623-797-2
• NSC Number: 48945
• UNII: 6U54P549YE
• DSSTox Substance ID: DTXSID8063048
• Nikkaji Number: J421.681D
• Wikidata: Q72506922
• Mol file: 3476-89-9.mol

Synonyms:1,2,3,4-Tetrahydroquinoxaline;3476-89-9;1,2,3,4-Tetrahydro-quinoxaline;Quinoxaline, 1,2,3,4-tetrahydro-;MFCD00047564;6U54P549YE;NSC 48945;NSC-48945;NSC48945;1,3,4-Tetrahydroquinoxaline;1,4-dihydro-2H-quinoxaline;SCHEMBL123812;UNII-6U54P549YE;1,2,3,4-terahydroquinoxaline;DTXSID8063048;Quinoxaline,2,3,4-tetrahydro-;1,2,3,4-tetrahydro quinoxaline;Benzo(2,3)piperazine, tetrahydro;BCP32427;Benzo(2,3)piperazine, tetrahydro-;STR09004;STK123973;AKOS000495907;AC-5240;CS-W013368;PS-3074;1,2,3,4-Tetrahydroquinoxaline, 95%;SY025682;A6099;AM20050321;BB 0237200;FT-0634874;T2999;EN300-100618;J-503773;F1618-0408;Tetrahydroquinoxaline

Chemical Property of 1,2,3,4-Tetrahydroquinoxaline

Chemical Property:

• Vapor Pressure: 0.00226mmHg at 25°C
• Melting Point: 92-98 °C
• Refractive Index: 1.544
• Boiling Point: 288.999 °C at 760 mmHg
• PKA: 4.60±0.50(Predicted)
• Flash Point: 176.127 °C
• PSA: 24.06000
• Density: 1.046 g/cm³
• LogP: 1.80000
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 134.084398327
• Heavy Atom Count: 10
• Complexity: 99.8

Purity/Quality:

99% ^*data from raw suppliers

1,2,3,4-Tetrahydroquinoxaline >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-44

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=CC=CC=C2N1
• Uses: 1,2,3,4-Tetrahydroquinoxaline is a reactant that undergoes acceptorless hydrogenation and dehydrogenation in the presence of a molecular iron catalyst.

Technology Process of 1,2,3,4-Tetrahydroquinoxaline

There total 3 articles about 1,2,3,4-Tetrahydroquinoxaline 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: 79.0%

6,7‐dichloroquinoxaline (19853-64-6) → 1,2,3,4-tetrahydroquinoxaline (3476-89-9) + 6-chloro-1,2,3,4-tetrahydroquinoxaline (73855-45-5) + 6,7-dichloro-1,2,3,4-tetrahydroquinoxaline

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; water; potassium hydroxide; zinc; In toluene; at 50 ℃; for 37h; Inert atmosphere;

DOI:10.1039/c9ob02095k

Reference yield: 35.0%

ethylene glycol (107-21-1) + 1,2-diamino-benzene (95-54-5) → 1,2,3,4-tetrahydroquinoxaline (3476-89-9) + 2-(Hydroxymethyl)benzimidazole (4856-97-7)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydrogencarbonate; In 1,3,5-trimethyl-benzene; at 140 ℃; for 17h; Inert atmosphere; Heating;

DOI:10.1002/ejoc.201201099

Reference yield:

2,3-diethynylquinoxaline (91-19-0) → 1,2,3,4-tetrahydroquinoxaline (3476-89-9) + 5,6,7,8-tetrahydroquinoxaline (34413-35-9)

Guidance literature:

2,3-diethynylquinoxaline; With hydrogen; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In octane; at 120 ℃; for 22h; under 37503.8 Torr;

With water; Overall yield = 95 %Chromat.; chemoselective reaction; Catalytic behavior;

DOI:10.1039/C8SC04610G

upstream raw materials:

ethylene glycol

1,2-diamino-benzene

2,3-diethynylquinoxaline

6,7‐dichloroquinoxaline

Downstream raw materials:

1-(1,2,3,4-tetrahydroquinoxalin-1-yl)ethan-1-one

1,4-dibenzoyl-1,2,3,4-tetrahydroquinoxaline

1-benzoyl-1,2,3,4-tetrahydro-quinoxaline

1,4-bis-benzenesulfonyl-1,2,3,4-tetrahydro-quinoxaline