Quinoxaline

Quinoxaline Basic information
Product Name:Quinoxaline
Synonyms:1,4-Benxodiazine;1,4-Naphthyridine;Phenopiazine;Phenpiazine;Quinazine;USAF EK-7094;usafek-7094;QUINOXALINE
CAS:91-19-0
MF:C8H6N2
MW:130.15
EINECS:202-047-4
Product Categories:Building Blocks;Chemical Synthesis;Quinolines, Quinazolines and derivatives;Benzenes;Heterocyclic Building Blocks;Quinoxalines;Heterocyclic Compounds
Mol File:91-19-0.mol
Quinoxaline Structure
Quinoxaline Chemical Properties
Melting point 29-32 °C (lit.)
Boiling point 220-223 °C (lit.)
density 1.124 g/mL at 25 °C (lit.)
refractive index nD48 1.6231
Fp 209 °F
storage temp. 2-8°C
solubility alcohol: freely soluble(lit.)
pka0.56(at 20℃)
form Crystalline Low Melting Solid
color Light yellow to brown
Water Solubility SOLUBLE
Merck 14,8078
BRN 109351
Stability:Light Sensitive
LogP1.320
CAS DataBase Reference91-19-0(CAS DataBase Reference)
NIST Chemistry ReferenceQuinoxaline(91-19-0)
EPA Substance Registry SystemQuinoxaline (91-19-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-36/38
Safety Statements 26-36-37/39
WGK Germany 3
RTECS VD1225000
Hazard Note Irritant
TSCA Yes
HS Code 29339990
MSDS Information
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Quinoxaline English
SigmaAldrich English
ACROS English
ALFA English
Quinoxaline Usage And Synthesis
Chemical Propertieslight yellow to brown crystalline
UsesOrganic synthesis.
UsesQuinoxaline is a reagent used in the synthesis of quinoxaline diimides as small molecule non-fullerene acceptors for organic solar cells.
DefinitionChEBI: A naphthyridine in which the nitrogens are at positions 1 and 4.
Synthesis Reference(s)Journal of the American Chemical Society, 69, p. 795, 1947 DOI: 10.1021/ja01196a015
The Journal of Organic Chemistry, 55, p. 1744, 1990 DOI: 10.1021/jo00293a014
Organic Syntheses, Coll. Vol. 4, p. 824, 1963
General DescriptionTransition metal-free acylation of quinoxaline derivatives, by cross dehydrogenative coupling (CDC) reaction, were studied.
Purification MethodsCrystallise quinoxaline from pet ether. It crystallises as the monohydrate on addition of water to a pet ether solution. It has UV: at 242 and 331nm (Ho –2); 234 and 316nm (pH 7.1). The picrate has m 161-162o.[Albert & Phillips J Chem Soc 1294 1956, Beilstein 23 H 176, 23 II 177, 23 III/IV 1226, 23/7 V 135.]
2-Quinoxalinecarboxylic acid benzodiazepine,BZ 2-Quinoxalinone 6,7-DIMETHYL-2,3-DI(2-PYRIDYL)QUINOXALINE LUMICHROME Phenazine 2-([4-(3-PHENYL-1,2,4-OXADIAZOL-5-YL)PIPERIDIN-1-YL]CARBONYL)QUINOXALINE 2,3-Dichloroquinoxaline Janus Green B Pyrazinamide NITROUS OXIDE Basic Red 2 DIAZOXIDE Sulfachoropyrazine sodium Glipizide 2-Methylquinoxaline Diazapam ALLOXAZINE

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