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HomeProduct name listQuinoxaline

Quinoxaline

Synonym(s):1,4-Benzodiazine;Benzo[a]pyrazine;Benzopyrazine

  • CAS NO.:91-19-0
  • Empirical Formula: C8H6N2
  • Molecular Weight: 130.15
  • MDL number: MFCD00006719
  • EINECS: 202-047-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 13:37:16
Quinoxaline Structural

What is Quinoxaline?

Chemical properties

light yellow to brown crystalline

The Uses of Quinoxaline

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

The Uses of Quinoxaline

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.]

Properties of Quinoxaline

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.)
form  Crystalline Low Melting Solid
pka 0.56(at 20℃)
color  Light yellow to brown
Water Solubility  SOLUBLE
Merck  14,8078
BRN  109351
Stability: Light Sensitive
CAS DataBase Reference 91-19-0(CAS DataBase Reference)
NIST Chemistry Reference Quinoxaline(91-19-0)
EPA Substance Registry System Quinoxaline (91-19-0)

Safety information for Quinoxaline

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for Quinoxaline

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