62163-09-1

Basic information

• Product Name: 5-Chloroquinoxaline
• Synonyms: 5-Chloroquinoxaline
• CAS NO: 62163-09-1
• Molecular Formula: C₈H₅ClN₂
• Molecular Weight: 164.5917
• Mol File: 62163-09-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 60-62 °C
• Boiling Point: 276.9±20.0 °C(Predicted)
• Appearance: /
• Density: 1.349±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.29±0.30(Predicted)
• CAS DataBase Reference: 5-Chloroquinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloroquinoxaline(62163-09-1)
• EPA Substance Registry System: 5-Chloroquinoxaline(62163-09-1)

Safety Data

• Hazardous Substances Data: 62163-09-1(Hazardous Substances Data)

Usage

General Description

5-Chloroquinoxaline is a chemical compound with the molecular formula C8H5ClN2. It is a heterocyclic aromatic compound that contains a quinoxaline ring with a chlorine atom attached to the 5th position. 5-Chloroquinoxaline is commonly used in organic synthesis as a precursor for the preparation of various biologically active molecules, pharmaceuticals, and agrochemicals. It is also utilized in the pharmaceutical industry for the development of new drugs due to its potential pharmacological properties. Additionally, 5-Chloroquinoxaline has been investigated for its antimicrobial, antiviral, and antitumor activities, making it a valuable compound in the field of medicinal chemistry and drug discovery.

Upstream product

• 90454-74-3 5-(2,6-dichlorophenyl)-1-phenyl-1H-1,2,5-triazapentadiene 
• 6935-29-1 quinoxaline-N-oxide 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 77130-32-6 quinoxaline-5-carbonitrile 

Relevant articles and documents

AN UNEXPECTED RING-OPENING IN THE REISSERT REACTION ON 2,3-DIPHENYLQUINOXALINE-N-OXIDE.

When quinoxaline-N-oxide 1 is reacted with KCN and benzoyl chloride in water (the Reissert reaction) or methanol, the products are 2-, 5- and 6- chloroquinoxaline (the latter being the major product: 42+/-6percent) and small amounts of 2-cyanoquinoxaline.Using three equivalents of trimethylsilyl cyanide instead of KCN, and dichloromethane as the solvent, leads to a 72percent yield of 2-cyanoquinoxaline.The reaction of trimethylsilyl cyanide and benzoyl chloride with 2,3-diphenylquinoxaline-N-oxide 2 leads to an unexpected ring-opening product 13; its structure is based on spectroscopic data and on an X-ray crystallographic analysis.

The Thermolysis of Polyazapentadienes. Part 2. Formation of Quinoxalines from 5-Aryl-1-phenyl-1,2,5-triazapentadienes

Thermolysis in the gas phase of 5-(p-substituted phenyl)-1-phenyl-1,2,5-triazapentadienes at 600 deg C and 10-2 Torr gives 6-substituted quinoxalines.The yield is ca. 30 percent, and is independent of the electronic nature of the substituent.The corresponding 5-(o-substituted) derivatives give 5-substituted quinoxalines, though the yield is lower, and quinoxaline itself is a major contaminant, due to ipso attack and ejection of the substituent. 5-(m-Substituted) derivatives give mixtures of 5- and 6-substituted quinoxalines on pyrolysis.The 5-isomer is dominant for compounds with m-alkyl substituents, while the 6-isomer is the major product for those with electron-withdrawing or electron-donating m-substituents.