40353-41-1

Basic information

• Product Name: 2-(2-THIENYL)QUINOXALINE
• Synonyms: 2-(2-THIENYL)QUINOXALINE;2-(THIEN-2-YL)QUINOXALINE;2-(thiophen-2-yl)quinoxaline
• CAS NO: 40353-41-1
• Molecular Formula: C12H8N2S
• Molecular Weight: 212.27
• Mol File: 40353-41-1.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 361.9 °C at 760 mmHg
• Flash Point: 168.1 °C
• Appearance: /
• Density: 1.288 g/cm³
• Vapor Pressure: 4.19E-05mmHg at 25°C
• Refractive Index: 1.693
• CAS DataBase Reference: 2-(2-THIENYL)QUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-THIENYL)QUINOXALINE(40353-41-1)
• EPA Substance Registry System: 2-(2-THIENYL)QUINOXALINE(40353-41-1)

Safety Data

• Hazardous Substances Data: 40353-41-1(Hazardous Substances Data)

Usage

General Description

2-(2-Thienyl)quinoxaline is a chemical compound with the molecular formula C12H8N2S. It is a heterocyclic aromatic organic compound and is classified as a quinoxaline derivative. The compound contains a thiophene ring and a quinoxaline ring, which give it unique properties and potential applications in organic synthesis and medicinal chemistry. 2-(2-Thienyl)quinoxaline has been studied for its potential use as a building block in the synthesis of pharmaceuticals and agrochemicals, and it also exhibits interesting photophysical properties that make it useful in the development of organic light-emitting diodes and other optoelectronic devices. 2-(2-THIENYL)QUINOXALINE has also been investigated for its potential biological activities, including as an anticancer agent and as an antimicrobial agent.

InChI:InChI=1/C12H8N2S/c1-2-5-10-9(4-1)13-8-11(14-10)12-6-3-7-15-12/h1-8H

Upstream product

• 128694-37-1 2-oxo-2-(thiophen-2-yl)acetaldehyde oxime 
• 95-54-5 1,2-diamino-benzene 
• 81321-96-2 1,2-Dihydro-2-(2-thienyl)chinoxalin 
• 88511-88-0 2-hydroxy-1-(thiophen-2-yl)ethan-1-one 
• 4298-52-6 2-ethynyl-thiophene 
• 188290-36-0 thiophene 
• 91-19-0 2,3-diethynylquinoxaline 
• 30433-91-1 [2-(2-thyenyl)ethyl]amine 
• 15690-25-2 3-(2-thienyl)acrylic acid 
• 88-15-3 2-Acetylthiophene 
• 62-53-3 aniline 
• 17424-76-9 N-phenyl-1-(thiophen-2-yl)ethan-1-imine 
• 872-55-9 2-ethylthiophene 
• 81447-27-0 2-tosyloxy-1-(2-thiophenyl)ethanone 

Downstream Products

• 175135-75-8 2-(5-bromothiophen-2-yl)quinoxaline 

Relevant articles and documents

Transition Metal-Free Heteroarylation of Quinoxaline: Construction of Heteroaryl-Fused Phenazines by Oxidative Coupling

A concise method for the construction of heteroaryl-fused phenazines was developed via PIFA-BF3·Et2O-mediated oxidative coupling of di-heteroarylated quinoxalines for the first time. Synthesis of mono- and di-heteroarylation of quinoxaline was performed effectively using only LiTMP reagent under transition metal-free conditions and without the use of halogen-containing starting compounds. In addition, nonsymmetrical di-heteroarylated quinoxalines were synthesized through reheteroarylation of mono-heteroarylated quinoxalines in the same way. Oxidation of the saturated compounds formed after heteroarylation was easily accomplished with iodine. The UV-vis absorption and fluorescence features of some compounds were examined.

Iridium-Catalyzed Carbenoid Insertion of Sulfoxonium Ylides for Synthesis of Quinoxalines and β-Keto Thioethers in Water

Sulfoxonium ylides as safe carbene precursors are described for iridium-catalyzed carbene insertions and annulation, providing a facile and green approach to access a variety of quinoxaline derivatives in water. This water-mediated method also allows the preparation of β-keto thioethers under mild condition.

Nature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls

2,3-Dichloropyridine N-oxide, a novel oxygen transfer reagent, allows the conductance of the gold(I)-catalyzed oxidation of alkynes to 1,2-dicarbonyls in the absence of any acid additives and under mild conditions to furnish the target species, including those derivatized by highly acid-sensitive groups. The developed strategy is effective for a wide range of alkyne substrates such as terminal- and internal alkynes, ynamides, alkynyl ethers/thioethers, and even unsubstituted acetylene (40 examples; yields up to 99%). The oxidation was successfully integrated into the trapping of reactive dicarbonyls by one-pot heterocyclization and into the synthesis of six-membered azaheterocycles. This synthetic acid-free route was also successfully applied for the total synthesis of a natural 1,2-diketone.