2813-22-1

Basic information

• Product Name: 2-(Methylsulfinyl)acetophenone
• Synonyms: 1-Phenyl-2-(methylsulfinyl)ethanone;2-(Methylsulfinyl)acetophenone;Methyl(2-oxo-2-phenylethyl) sulfoxide;α-(Methylsulfinyl)acetophenone;2-(methylsulfinyl)-1-phenylethanone
• CAS NO: 2813-22-1
• Molecular Formula: C₉H₁₀O₂S
• Molecular Weight: 182.2395
• Mol File: 2813-22-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 390.1°Cat760mmHg
• Flash Point: 189.7°C
• Appearance: /
• Density: 1.239g/cm³
• Vapor Pressure: 2.72E-06mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 2-(Methylsulfinyl)acetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Methylsulfinyl)acetophenone(2813-22-1)
• EPA Substance Registry System: 2-(Methylsulfinyl)acetophenone(2813-22-1)

Safety Data

• Hazardous Substances Data: 2813-22-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 85, p. 3410, 1963 DOI: 10.1021/ja00904a025The Journal of Organic Chemistry, 54, p. 5620, 1989 DOI: 10.1021/jo00284a043

InChI:InChI=1/C9H10O2S/c1-12(11)7-9(10)8-5-3-2-4-6-8/h2-6H,7H2,1H3

Upstream product

• 10364-94-0 1-benzoylimidazole 
• 67-68-5 dimethyl sulfoxide 
• 5398-93-6 2-methylthio-1-phenyl-ethanone 
• 98-88-4 benzoyl chloride 
• 532-27-4 1-chloroacetophenone 
• 19916-60-0 Acetic acid (Z)-2-methylsulfanyl-1-phenyl-vinyl ester 
• 93-89-0 benzoic acid ethyl ester 
• 65-85-0 benzoic acid 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 52109-50-9 2-(Methylthio)-2-(p-toluolsulfonamido)acetophenon 
• 76983-13-6 6-benzoyl-5-methylthian-3-one 1-oxide 
• 73121-28-5 2-(2-Hydroxy-2,2-diphenyl-ethanesulfinyl)-1-phenyl-ethanone 
• 32120-82-4 bis(benzoylmethyl) sulfoxide 
• 7714-93-4 1-hydroxy-1-phenyl-2-methylthioethane 
• 14755-55-6 α-benzoyl-α-(methylthio)methyl chloride 
• 1009-14-9 phenyl butyl ketone 
• 10129-97-2 2-phenylquinoxaline-4-oxide 
• 77093-90-4 7-methoxy-2-phenylquinoxaline 4-oxide 
• 77093-91-5 6-nitro-2-phenylquinoxaline 4-oxide 
• 62473-01-2 α-acetoxy-ω-methylsulfinylacetophenone 

Relevant articles and documents

Preparation method of beta-ketosulfoxide based on CaC2 catalysis

The invention provides a preparation method of beta-ketosulfoxide based on CaC2 catalysis, and belongs to the technical field of organic synthesis. In the presence of CaC2 or NaH or in the co-presence of CaC2 and TEA, acyl chloride and dimethyl sulfoxide react to prepare the beta-ketosulfoxide compound, the yield of beta-ketosulfoxide is 8.7-78%, and the yield of beta-ketosulfoxide in the reaction process of acyl chloride and dimethyl sulfoxide is remarkably improved. Particularly, in the coexistence of CaC2 and TEA, acyl chloride and dimethyl sulfoxide react to prepare the beta-ketosulfoxide compound, the yield of beta-ketosulfoxide is 45-78%, and the preparation method is green, environmentally friendly, mild in reaction process and simple to operate.

A convenient synthesis of novel 2,8-disubstituted pyrido[3,4-b]pyrazines possessing biological activity

A regioselective synthetic route to 2,8-disubstituted pyrido[3,4-b] pyrazines, by initial condensation reaction between suitable diaminopyridines and α-keto aldehydes equivalents, has been developed. Focusing on the functionalization on C-8, 2-aryl-8-bromo- and 8-amino-2-arylpyrido[3,4-b] pyrazines have been synthesized. Anilines, amides, and ureas have been introduced at the 8-position from key intermediates. 2,8-Disubstituted pyrido[3,4-b]pyrazines thus prepared were found to be of biological interest. Georg Thieme Verlag Stuttgart. New York.

The synthesis of chiral β-ketosulfoxides by enantioselective oxidation and their stereocontrolled reduction to β-hydroxysulfoxides

Various chiral non-racemic β-ketosulfoxides, a class of compounds frequently used in asymmetric synthesis, were prepared in good yields by tert-butyl hydroperoxide oxidation of the corresponding sulfides in the presence of a complex between titanium and (