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Quinoxaline

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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
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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
Flash point:
209 °F
storage temp. 
2-8°C
solubility 
alcohol: freely soluble(lit.)
pka
0.56(at 20℃)
form 
Crystalline Low Melting Solid
color 
Light yellow to brown
Water Solubility 
SOLUBLE
Merck 
14,8078
BRN 
109351
Stability:
Light Sensitive
LogP
1.320
CAS DataBase Reference
91-19-0(CAS DataBase Reference)
NIST Chemistry Reference
Quinoxaline(91-19-0)
EPA Substance Registry System
Quinoxaline (91-19-0)
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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

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Quinoxaline Usage And Synthesis

Chemical Properties

light yellow to brown crystalline

Uses

Quinoxaline is a reagent used in the synthesis of quinoxaline diimides as small molecule non-fullerene acceptors for organic solar cells.

Uses

Organic synthesis.

Definition

ChEBI: 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 Description

Transition metal-free acylation of quinoxaline derivatives, by cross dehydrogenative coupling (CDC) reaction, were studied.

Purification Methods

Crystallise 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.]

Quinoxaline Preparation Products And Raw materials

Raw materials

Preparation Products

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