32601-86-8

Basic information

• Product Name: 2-CHLORO-3-METHYL-QUINOXALINE
• Synonyms: TIMTEC-BB SBB010632;2-CHLORO-3-METHYL-QUINOXALINE;AKOS BBS-00004537;Quinoxaline, 2-chloro-3-methyl-;2-Chloro-3-methylquinoxaline ,97%;NSC 38593
• CAS NO: 32601-86-8
• Molecular Formula: C₉H₇ClN₂
• Molecular Weight: 178.62
• EINECS: 676-130-2
• Mol File: 32601-86-8.mol
• Article Data: 24

Chemical Properties

• Melting Point: 91-93℃
• Boiling Point: 259.9 °C at 760 mmHg
• Flash Point: 136.1 °C
• Appearance: /
• Density: 1.292 g/cm³
• Vapor Pressure: 0.0205mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -1.14±0.48(Predicted)
• CAS DataBase Reference: 2-CHLORO-3-METHYL-QUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-METHYL-QUINOXALINE(32601-86-8)
• EPA Substance Registry System: 2-CHLORO-3-METHYL-QUINOXALINE(32601-86-8)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25-41
• Safety Statements: 26-39-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 32601-86-8(Hazardous Substances Data)

Usage

Chemical Properties

Pink solid

InChI:InChI=1/C9H7ClN2/c1-6-9(10)12-8-5-3-2-4-7(8)11-6/h2-5H,1H3

Upstream product

• 583-63-1 ortoquinone 
• 1448-87-9 2-chloroquinoxaline 
• 25554-84-1 2-(ethoxycarbonothioylthio)acetic acid 
• 95-54-5 1,2-diamino-benzene 
• 617-35-6 2-oxo-propionic acid ethyl ester 
• 14003-34-0 3-methylquinoxalin-2-ol 
• 14003-34-0 3-methyl-2-oxo-1,2-dihydroquinoxaline 

Downstream Products

• 58773-29-8 3-methyl-1,2-dihydroquinoxaline-2-thione 
• 273196-42-2 2-methyl-3-[4-(phenylmethyl)piperazin-1-yl]quinoxaline 
• 75163-35-8 2-Methyl-3-[(E)-2-(4-methyl-piperazin-1-yl)-2-phenyl-vinyl]-quinoxaline 
• 75163-33-6 2-Methyl-3-((E)-2-morpholin-4-yl-2-phenyl-vinyl)-quinoxaline 
• 75163-34-7 2-Methyl-3-((E)-2-phenyl-2-piperidin-1-yl-vinyl)-quinoxaline 
• 75163-67-6 6-Methyl-10-oxo-8-phenyl-10H-pyrido[1,2-a]quinoxaline-9-carbonitrile 
• 75163-64-3 6-Methyl-8-phenyl-pyrido[1,2-a]quinoxalin-10-one 
• 75163-75-6 2-(2-hydroxy-2-phenylvinyl)-3-methylquinoxaline 
• 94951-38-9 2-chloroquinoxaline-3-carbaldehyde phenylhydrazone 4-oxide 
• 94951-39-0 1-phenyl-1H-pyrazolo<3,4-b>quinoxaline 4-oxide 
• 84546-81-6 2-(benzylthio)-3-methylquinoxaline 
• 58773-29-8 3-methylquinoxaline-2(1H)-thione 
• 366018-67-9 2-Benzenesulfonyl-3-[(E)-2-(4-fluoro-phenyl)-vinyl]-quinoxaline 
• 366018-68-0 2-Benzenesulfonyl-3-[(E)-2-(2-chloro-phenyl)-vinyl]-quinoxaline 

Relevant articles and documents

Synthesis and reactivity of pyrrolo[1,2-a]quinoxalines. Crystal structure and AM1 calculation

2-Methylquinoxaline reacts with ethyl bromopyruvate giving 2-substituted pyrrolo[1,2-a]quinoxalines. The yield of the condensation depends on the functionalization of starting materials, and optimization is obtained with 2-dimethylamino-3-methylquinoxalin

Synthesis, crystal structure and calculation of oxides of 2-methylamino-3-methyl quinoxaline

Monoxide and dioxide of animo quinoxaline were synthesized and characterized by 1H NMR, 13C NMR and HRMS. The result shows that monoxide is main product. 1H NMR analysis, quantum calculation and crystal structure all indicate that the monoxide is 4-oxide structure but not 1-oxide structure. The subsequent discussions of electronic effect and steric effect of 1-oxide and 4-oxide support the conclusion that 4-oxide is dominant product, which is consistent with 1H NMR analysis and crystal structure. At last, the calculated structure is in good agreement with the crystal structure in this paper, which indicates that the calculation result in this paper is credible.

Inexpensive Radical Methylation and Related Alkylations of Heteroarenes

A simple method for the introduction of a methyl and higher aliphatic group to various heteroarenes using very inexpensive reagents is described. It is based on the radical addition of a carboxylic xanthate followed by decarboxylation. Depending on the heteroarene structure, the decarboxylation can be spontaneous or induced by heating in N,N-dimethylacetamide or N-methyl pyrrolidone in a microwave oven.