Quinoxaline, 1-oxide

Base Information

• Chemical Name: Quinoxaline, 1-oxide
• CAS No.: 6935-29-1
• Molecular Formula: C8H6 N2 O
• Molecular Weight: 146.148
• Hs Code.: 2933990090
• European Community (EC) Number: 623-145-7
• NSC Number: 195320,193509,48942
• UNII: NWY6JJ9HR6
• DSSTox Substance ID: DTXSID10219388
• Nikkaji Number: J84.971E
• Wikidata: Q83096310
• Mol file: 6935-29-1.mol

Synonyms:Quinoxaline N-oxide;QUINOXALINE, 1-OXIDE;6935-29-1;Quinoxaline 1-oxide;1-oxidoquinoxalin-1-ium;1-Oxide quinoxaline;Quinoxaline monooxide;Quinoxaline, N-monooxide;Quinoxaline mono-N-oxide;4-Quinoxaline mono-N-oxide;QUINOXALIN-1-IUM-1-OLATE;NSC 48942;NSC-48942;NSC 193509;NSC-193509;NSC-195320;BRN 0117865;Quinoxaline1-oxide;NWY6JJ9HR6;Quinoxaline N-oxide, 97%;SCHEMBL240893;OARGFWQSVACNCO-UHFFFAOYSA-;DTXSID10219388;NSC48942;MFCD00054593;NSC193509;NSC195320;AS-78085;LS-143052;Q0108;D95404;4-23-00-01227 (Beilstein Handbook Reference);AG-227/30749025

Chemical Property of Quinoxaline, 1-oxide

Chemical Property:

• Vapor Pressure: 0.000671mmHg at 25°C
• Melting Point: 121-125 °C
• Boiling Point: 318.5°C at 760 mmHg
• PKA: 0.45±0.30(Predicted)
• Flash Point: 146.4°C
• PSA: 38.35000
• Density: 1.24g/cm³
• LogP: 1.66330
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

98%,99%, ^*data from raw suppliers

Quinoxaline N-oxide 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CC=[N+]2[O-]

Technology Process of Quinoxaline, 1-oxide

There total 5 articles about Quinoxaline, 1-oxide 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: 77.0%

2,3-diethynylquinoxaline (91-19-0) → quinoxaline-N-oxide (6935-29-1) + quinoxaline 1,4-di-N-oxide (2423-66-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 0 - 20 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.tet.2017.02.014

Reference yield: 48.0%

quinoxaline 1,4-di-N-oxide (2423-66-7) → 2,3-diethynylquinoxaline (91-19-0) + quinoxaline-N-oxide (6935-29-1)

Guidance literature:

With ascorbic acid; In water; at 90 - 95 ℃; for 5h;

Reference yield: 20.0%

quinoxaline 1,4-di-N-oxide (2423-66-7) → quinoxaline-N-oxide (6935-29-1) + 2,3-dibromo-quinoxaline (23719-78-0) + 2-bromo-quinoxaline (36856-91-4)

Guidance literature:

With triethylamine; phosphorus(V) oxybromide; In dichloromethane; at 20 - 40 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.tet.2017.02.014

upstream raw materials:

quinoxaline 1,4-di-N-oxide

hydrogenchloride

2,3-diethynylquinoxaline

Downstream raw materials:

2-chloroquinoxaline

quinoxalin-2⁽¹⁾-one

2,3-diethynylquinoxaline

quinoxaline-6-carbonitrile

Refernces

• 1、 Ganley, Brian,Chowdhury, Goutam,Bhansali, Jennifer,Daniels,Gates, Kent S.. "Redox-activated, hypoxia-selective DNA cleavage by quinoxaline 1,4-di-N-oxide". . p. 2395 - 2401. Retrieved 2007/10/03.