5422-12-8

Basic information

• Product Name: 2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]quinoxaline
• Synonyms: 2,3-Bis[(E)-2-(4-methoxyphenyl)vinyl]quinoxaline; quinoxaline, 2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]-
• CAS NO: 5422-12-8
• Molecular Formula: C₂₆H₂₂N₂O₂
• Molecular Weight: 394.4651
• Mol File: 5422-12-8.mol

Chemical Properties

• Boiling Point: 575.7°C at 760 mmHg
• Flash Point: 200.7°C
• Density: 1.215g/cm³
• Vapor Pressure: 1.17E-12mmHg at 25°C
• Refractive Index: 1.722
• CAS DataBase Reference: 2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]quinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]quinoxaline(5422-12-8)
• EPA Substance Registry System: 2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]quinoxaline(5422-12-8)

Safety Data

• Hazardous Substances Data: 5422-12-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronics:
2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]quinoxaline is used as a component in organic electronics for its ability to enhance the performance of electronic devices through its photophysical properties.
Used in Optoelectronic Devices:
In the optoelectronics industry, 2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]quinoxaline is utilized as a material in the development of devices that rely on the interaction of light with electronic components, capitalizing on its photoluminescence and fluorescence characteristics.
Used as a Dye Molecule:
2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]quinoxaline serves as a dye molecule in applications requiring colorants with specific light absorption and emission properties, particularly in the red region of the spectrum.
Used in Fluorescent Probes for Metal Ion Detection:
2,3-bis[(E)-2-(4-methoxyphenyl)ethenyl]quinoxaline is employed as a fluorescent probe for detecting metal ions in biological and environmental samples, leveraging its fluorescent properties to indicate the presence of specific metal ions.

Upstream product

• 2379-55-7 2,3-dimethylquinoxaline 
• 123-11-5 4-methoxy-benzaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 123370-63-8 (1E,5E)?1,6?bis?(4?methoxyphenyl)hexa?1,5?diene?3,4?dione 
• 637-69-4 4-Methoxystyrene 
• 2213-63-0 2,3-dichloroquinoxaline 

Relevant articles and documents

Synthesis of cinnamils and quinoxalines and their biological evaluation as anticancer agents

We synthesized multiple cinnamils and quinoxalines to evaluate their anticancer activity. Cinnamils were used as precursors for quinoxalines via condensation with 1,2-diaminobenzene. Among the 26 synthesized compounds reported in this article, we found that cinnamil 3l exhibited its inhibitory effect with an IC50 value of 1.45 ± 0.98 μM, significantly higher than doxorubicin (8.5 ± 0.85 μM) against pancreatic cancer cells (PANC-1). Additionally, cinnamil 3l (IC50 10.98 ± 3.63 μM) showed less cytotoxicity than doxorubicin to Hs68 cells (0.92 ± 1.11 μM). The colony formation assay demonstrated that 3l obviously decreased the PANC-1 cell viability, and Western blot assays confirmed that 3l markedly induced apoptosis of PANC-1 cells through Bax, Bcl-2, and caspase 3 signaling cascades. These results demonstrate that cinnamil 3l has great potential to be further developed as a promising chemotherapeutic agent for pancreatic cancer.

Synthesis of 2,3-disubstituted pyrazines and quinoxalines by Heck cross-coupling reactions of 2,3-dichloropyrazine and 2,3-dichloroquinoxaline. Influence of the temperature on the product distribution

Heck cross-coupling reactions of 2,3-dichloropyrazine provide a convenient approach to 2,3-dialkenyl-, 2-alkenyl-3-alkyl-, and 2,3-dialkylpyrazines depending on the reaction conditions.

Synthesis of a new conjugated 2,2?-(1,4-phenylenedivinylene)bis-quinoxaline and a series of styryl derivatives of quinoxaline and quinoline as promising electro- and photoluminescent materials

A new poly(p-phenylenedivinylene) oligomer 2,2'-(1,4-phenylenedivinylene) bisquinoxaline, a promising candidate in organic electroluminescent devices, was synthesised via a Knoevenagel condensation reaction of 2-methylquinoxaline with 1,4-benzenedicarbald