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Merck
CN

22710

Quinoxaline

≥95.0%

Synonym(s):

1,4-Benzodiazine, Benzo[a]pyrazine, Benzopyrazine

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About This Item

Empirical Formula (Hill Notation):
C8H6N2
CAS Number:
Molecular Weight:
130.15
EC Number:
202-047-4
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
109351
MDL number:
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assay

≥95.0%

form

solid

bp

220-223 °C (lit.)

mp

29-32 °C (lit.)

solubility

alcohol: freely soluble(lit.), benzene: freely soluble(lit.), diethyl ether: freely soluble(lit.), water: freely soluble(lit.)

density

1.124 g/mL at 25 °C (lit.)

SMILES string

c1ccc2nccnc2c1

InChI

1S/C8H6N2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-6H

InChI key

XSCHRSMBECNVNS-UHFFFAOYSA-N

General description

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

Application

Quinoxaline was used in the synthesis of quinoxalinediones.


Storage Class

13 - Non Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Ludovic Troian-Gautier et al.
The Journal of organic chemistry, 78(21), 11096-11101 (2013-09-28)
An efficient oxidation reaction of various electron-poor quinoxaline-core-containing compounds, such as quinoxalines, 1,4,5,8-tetraazaphenanthrenes, and 1,4,5,8,9,12-hexaazatriphenylene, using [bis(trifluoroacetoxy)iodo]benzene is reported. These compounds are converted into the corresponding quinoxalinediones in good to high yields at room temperature using an acetonitrile/water solvent mixture.
Xianjun Li et al.
International journal of molecular sciences, 21(12) (2020-06-26)
Methylobacterium populi YC-XJ1 isolated from desert soil exhibited a diverse degrading ability towards aromatic oxyphenoxypropionic acid esters (AOPPs) herbicide, phthalate esters (PAEs), organophosphorus flame retardants (OPFRs), chlorpyrifos and phoxim. The genome of YC-XJ1 was sequenced and analyzed systematically. YC-XJ1 contained
Yogesh Siddaraju et al.
The Journal of organic chemistry, 79(9), 3856-3865 (2014-04-17)
Transition metal-free acylation of isoquinoline, quinoline, and quinoxaline derivatives has been developed employing a cross dehydrogenative coupling (CDC) reaction with aldehydes using substoichiometric amount of TBAB (tetrabutylammonium bromide, 30 mol %) and K2S2O8 as an oxidant. This intermolecular acylation of