6099-23-6

Basic information

• Product Name: Ethanone, 1-phenyl-2-(phenylsulfinyl)-
• CAS NO: 6099-23-6
• Molecular Formula: C14H12O2S
• Molecular Weight: 244.314
• Mol File: 6099-23-6.mol
• Article Data: 35

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-phenyl-2-(phenylsulfinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-phenyl-2-(phenylsulfinyl)-(6099-23-6)
• EPA Substance Registry System: Ethanone, 1-phenyl-2-(phenylsulfinyl)-(6099-23-6)

Safety Data

• Hazardous Substances Data: 6099-23-6(Hazardous Substances Data)

Upstream product

• 4972-29-6 benzenesulphinyl chloride 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 10364-94-0 1-benzoylimidazole 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 16222-10-9 1-phenyl-2-(phenylthio)ethanone 
• 102714-58-9 1,3-diphenyl-2-phenylsulfinyl-3-piperidino-1-propanone 
• 201230-82-2 carbon monoxide 
• 31268-20-9 bromomethyl phenyl sulfoxide 
• 98-80-6 phenylboronic acid 
• 1208-20-4 S-phenyl benzenethiosulfinate 
• 98-86-2 acetophenone 
• 882-33-7 diphenyldisulfane 
• 108-98-5 thiophenol 
• 536-74-3 phenylacetylene 

Downstream Products

• 85683-79-0 2-oxo-2-phenyl-1-(phenylthio)ethyl acetate 
• 87045-95-2 2-[(3aR,4R,5R,6aS)-5-Hydroxy-4-((E)-(S)-3-hydroxy-oct-1-enyl)-hexahydro-cyclopenta[b]furan-(2E)-ylidene]-1-phenyl-ethanone 
• 87046-03-5 2-[(3aR,4R,5R,6aS)-5-Hydroxy-4-((E)-(S)-3-hydroxy-oct-1-enyl)-hexahydro-cyclopenta[b]furan-2-yl]-1-phenyl-2-phenylsulfanyl-ethanone 
• 94718-55-5 2-tert-butyldimethylsiloxy-2-(phenylthio)acetophenone 
• 22805-27-2 ω,ω-bis(phenylthio)acetophenone 
• 94123-66-7 S-phenyl 2-oxo-2-phenylethanethioate 
• 100431-26-3 (R)-2-((R)-Benzenesulfinyl)-1-phenyl-ethanol 
• 28455-80-3 (S)-2-((R)-Benzenesulfinyl)-1-phenyl-ethanol 
• 102714-44-3 (2E)-1,3-diphenyl-2-phenylsulfinyl-2-propen-1-one 
• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 1265153-92-1 C₃₄H₅₄N₂O₁₀SSi₂ 
• 22768-79-2 (+/-)-(1-phenylethylsulfinyl)benzene 

Relevant articles and documents

Photoredox-Mediated Synthesis of Functionalized Sulfoxides from Terminal Alkynes

A photoredox-mediated protocol for the synthesis of α-alkoxy-β-ketosulfoxides and α,β-dialkoxysulfoxides using alkynes, thiol, and alcohols is reported. This work presents a rare single-step synthesis of α-substituted sulfoxides, involving tandem introduction of a thiol and alcohol as a key enabling advancement. Furthermore, the method can be easily employed to access vinyl sulfoxides and β-ketosulfoxides.

One-pot synthesis of α-phenylsulfinyl ketones by reaction of phenyl benzenethiosulfinate with enolate anions, and synthesis of sulfoxides and sulfides by its reaction with Grignard reagents

Phenyl benzenethiosulfinate reacts with enolate anions derived from ketones to give α-phenylsulfinyl ketones directly, together with minor amounts of α-phenylsulfanyl ketones. These are easily separated by forming the water-soluble sodium salts of the sulfinyl compounds. Grignard reagents also react with phenyl benzenethiosulfinate, to give mixtures of sulfoxides and sulfides.

Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides

An oxidative variant of the thiol-ene reaction has been developed, achieving the direct addition of thiols to olefins to form sulfoxides. The reaction uses tert-butyl hydroperoxide as oxidant and methanesulfonic acid as catalyst. The latter is believed to catalyze the oxidation of the intermediate sulfide to the sulfoxide. No special precautions are necessary to exclude oxygen, yet the products are formed without oxidation at the β-position. Styrenes, acrylic acid derivatives, alkynes, and thiophenols gave the highest yields, while aliphatic olefins and thiols were less effective.