6-Hydroxyquinoxaline

Base Information

• Chemical Name: 6-Hydroxyquinoxaline
• CAS No.: 7467-91-6
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.15
• Hs Code.: 2933990090
• Mol file: 7467-91-6.mol

Synonyms:6-Hydroxyquinoxaline;NSC 400599;

Chemical Property of 6-Hydroxyquinoxaline

Chemical Property:

• Vapor Pressure: 0.0148mmHg at 25°C
• Melting Point: >350 °C
• Refractive Index: 1.666
• Boiling Point: 257.1 °C at 760 mmHg
• PKA: 7.54±0.40(Predicted)
• Flash Point: 109.3 °C
• PSA: 46.01000
• Density: 1.31 g/cm³
• LogP: 1.33540
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Quinoxalin-6-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Hydroxyquinoxaline

There total 9 articles about 6-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: 92.0%

6-iodoquinoxaline (50998-18-0) → 6-hydroxyquinoxaline (7467-91-6)

Guidance literature:

With copper acetylacetonate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water; In water; dimethyl sulfoxide; at 60 ℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.6b08114

Reference yield: 89.0%

6-chloroquinoxaline (5448-43-1) → 6-hydroxyquinoxaline (7467-91-6)

Guidance literature:

With copper acetylacetonate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water; In water; dimethyl sulfoxide; at 130 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.6b08114

Reference yield: 89.0%

6-bromoquinoxaline (50998-17-9) → 6-hydroxyquinoxaline (7467-91-6)

Guidance literature:

With t-BuBrettPhos; C₄₄H₆₂NO₅PPdS; water; potassium hydroxide; In 1,4-dioxane; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo500662s

upstream raw materials:

6-methoxyquinoxaline

3,4-diaminophenol

glyoxal sodium bisulfite

3,4-dinitophenol

Downstream raw materials:

1,4-dioxy-quinoxalin-6-ol

Refernces

• 1、 Nguyen, Yen H.,Lampkin, Bryan J.,Venkatesh, Amrit,Ellern, Arkady,Rossini, Aaron J.,Vanveller, Brett. "Open-Resonance-Assisted Hydrogen Bonds and Competing Quasiaromaticity". . p. 9850 - 9857. Retrieved 2018/08/01.
• 2、 Fier, Patrick S.,Maloney, Kevin M.. "Reagent Design and Ligand Evolution for the Development of a Mild Copper-Catalyzed Hydroxylation Reaction". supporting information. p. 3033 - 3036. Retrieved 2017/06/07.