22059-64-9

Basic information

• Product Name: 1-(3-METHYLQUINOXALIN-2-YL)ETHANONE
• Synonyms: 1-(3-METHYLQUINOXALIN-2-YL)ETHANONE;1-(3-methylquinoxalin-2-yl)ethanone(SALTDATA: FREE);3-Acetyl-2-methylquinoxaline
• CAS NO: 22059-64-9
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.21
• Mol File: 22059-64-9.mol
• Article Data: 23

Chemical Properties

• Melting Point: 87-88 °C
• Boiling Point: 292.512°C at 760 mmHg
• Flash Point: 135.104°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• PKA: -2.26±0.48(Predicted)
• CAS DataBase Reference: 1-(3-METHYLQUINOXALIN-2-YL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-METHYLQUINOXALIN-2-YL)ETHANONE(22059-64-9)
• EPA Substance Registry System: 1-(3-METHYLQUINOXALIN-2-YL)ETHANONE(22059-64-9)

Safety Data

• Hazardous Substances Data: 22059-64-9(Hazardous Substances Data)

Usage

Uses

3-Acetyl-2-methylquinoxaline is an intermediate in the synthesis of Desoxyquinocetone which is a metabolite of the veterinay drug Quinocetone.

InChI:InChI=1/C11H10N2O/c1-7-11(8(2)14)13-10-6-4-3-5-9(10)12-7/h3-6H,1-2H3

Upstream product

• 22177-26-0 (1Z,4Z)-2,4-dimethyl-3H-benzo[b][1,4]diazepin-3-one oxime 
• 39145-59-0 o-phenylenediamine hydrochloride 
• 921-11-9 2,3,4-pentanetrione 
• 95-54-5 1,2-diamino-benzene 
• 7664-93-9 sulfuric acid 
• 7705-08-0 iron(III) chloride 
• 7294-89-5 4-(phenylamino)pent-3-en-2-one 
• 7251-61-8 2-methylquinoxaline 
• 431-03-8 dimethylglyoxal 
• 122-51-0 orthoformic acid triethyl ester 
• 127-17-3 2-oxo-propionic acid 
• 29397-21-5 Diacetyldiazomethan 
• 480-96-6 benzofurazan oxide 
• 123-54-6 acetylacetone 

Downstream Products

• 80109-63-3 1-(3-methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one 
• 22177-28-2 1-(3-methyl-quinoxalin-2-yl)-ethanone phenylhydrazone 
• 104217-24-5 1-(3-methylquinoxalin-2-yl)ethan-1-ol 
• 102883-72-7 1-(1,4-dibenzoyl-3-methyl-1,2,3,4-tetrahydro-quinoxalin-2-yl)-ethanone 
• 86726-86-5 3-methylquinoxalin-2-yl 4-(4-nitrophenyl)-1,3-butadienyl ketone 
• 80109-68-8 3-methyl-2-(4-nitrobenzylidene)acetylquinoxaline 
• 80109-66-6 2-(4-methoxybenzylidene)acetyl-3-methylquinoxaline 
• 102569-42-6 2-(6-Chloro-4-phenyl-quinolin-2-yl)-3-methyl-quinoxaline 
• 102569-43-7 2-(6-Bromo-4-phenyl-quinolin-2-yl)-3-methyl-quinoxaline 
• 1301603-51-9 4-(3-methylquinoxalin-2-yl)-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-yl-amine 
• 1301603-58-6 4-[3-(3-methylquinoxalin-2-yl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydropyrazol-1-yl]benzenesulfonamide 
• 1301603-45-1 (2E)-1-(3-methylquinoxalin-2-yl)-3-(3,4,5-trimethoxyphenyl)propenone 
• 86726-88-7 3-hydroxy-4-methyl-1-(4-nitrostyryl)pyrrolo<1,2-a>quinoxalinium perchlorate 
• 86726-84-3 perchlorate of 2-bromo-3-hydroxy-4-methyl-1-styrylpyrrolo<1,2-a>quinoxaline 

Relevant articles and documents

Green Approach for Visible-Light-Induced Direct Functionalization of 2-Methylquinolines

A transition metal-and oxidant-free visible light-photoinduced protocol for direct functionalization of 2-methylquinolines has been developed. This protocol enabled the C-H functionalization of substituted 2-methylquinolines with diacetyl or ethyl pyruvate, under environmentally friendly conditions. A mechanistic investigation based on density functional theory (DFT) calculations provided details about the origins of reactivity and selectivity.

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Quinoline-Fused Lactones via Tandem Oxidation Cyclization: Metal-Free sp3C-H Functionalization

A unique lactonization of 2-methyl-3-acyl-4-phenylquinolines using PhIO as the oxidant and selectfluor as an additive is reported. The reaction occurs under ambient conditions through tandem oxidation and cyclization of sp3 C-H bonds under metal-free conditions. The heterocycle-fused lactones are obtained in moderate to good yield.

A dual-protein cascade reaction for the regioselective synthesis of quinoxalines

In this work, an efficient dual-protein (lipase and hemoglobin) system was successfully constructed for the regioselective synthesis of quinoxalines in water. A set of quinoxalines were obtained in high yields under optimal reaction conditions. This dual-protein method exhibited a regioselectivity higher than those of previously reported methods. This study not only provides a green and mild strategy for the synthesis of quinoxalines but also expands the application of lipase and hemoglobin in organic synthesis.