65085-80-5

Basic information

• Product Name: 1-[4-(PHENYLSULFINYL)PHENYL]-1-ETHANONE
• Synonyms: 1-[4-(PHENYLSULFINYL)PHENYL]-1-ETHANONE;1-[4-(benzenesulfinyl)phenyl]ethan-1-one
• CAS NO: 65085-80-5
• Molecular Formula: C₁₄H₁₂O₂S
• Molecular Weight: 244.31
• Mol File: 65085-80-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-[4-(PHENYLSULFINYL)PHENYL]-1-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(PHENYLSULFINYL)PHENYL]-1-ETHANONE(65085-80-5)
• EPA Substance Registry System: 1-[4-(PHENYLSULFINYL)PHENYL]-1-ETHANONE(65085-80-5)

Safety Data

• Hazardous Substances Data: 65085-80-5(Hazardous Substances Data)

Upstream product

• 1193-82-4 racemic methyl phenyl sulfoxide 
• 99-90-1 para-bromoacetophenone 
• 85533-19-3 1-benzenesulfinyl-2-trimethylsilylethane 
• 62076-10-2 (tert-butylsulfinyl)benzene 
• 108-98-5 thiophenol 
• 10169-55-8 1-[4-(phenylthio)phenyl]ethan-1-one 
• 2712-78-9 bis-[(trifluoroacetoxy)iodo]benzene 

Downstream Products

• 10169-55-8 1-[4-(phenylthio)phenyl]ethan-1-one 
• 102285-68-7 6-hydroxy-2--2-methyl-2H-pyran-3(6H)-one 
• 54394-48-8 N-(4-(phenylsulfinyl)phenyl)acetamide 

Relevant articles and documents

Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides

The oxidation of diaryl sulfides and aryl alkyl sulfides to the corresponding sulfoxides and sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield under a constant current of 5 mA for 10 h in DMF, while sulfones are formed as the major product under a constant current of 10 or 20 mA for 10 h in MeOH. The oxygen of both the sulfoxide and sulfone function is derived from water.

Palladium/PC-Phos-Catalyzed Enantioselective Arylation of General Sulfenate Anions: Scope and Synthetic Applications

Herein we reported an efficient palladium-catalyzed enantioselective arylation of both alkyl and aryl sulfenate anions to deliver various chiral sulfoxides in good yields (up to 98%) with excellent enantioselectivities (up to 99% ee) by the use of our developed chiral O,P-ligands (PC-Phos). PC-Phos are easily prepared in short steps from inexpensive commercially available starting materials. The single-crystal structure of the PC4/PdCl2 showed that a rarely observed 11-membered ring was formed via the O,P-coordination with the palladium(II) center. The salient features of this method include general substrate scope, ease of scale-up, applicable to the late-stage modification of bioactive compounds, and the synthesis of a marketed medicine Sulindac.

In situ generation of highly active bis(N-heterocyclic)carbene palladium as an efficient catalyst in direct S-arylation of methylphenyl sulfoxide and the Heck reaction: Ligand steric effects in product selectivity

The use of 1,3-bis(N-heterocyclic)carbene ligands with different alkyl wingtip groups (alkyl = methyl, isopropyl and tert-butyl) is an effective method for the palladium-catalysed direct S-arylation of methylphenyl sulfoxide and C–C coupling of various of aryl halides with alkenes. The reactions proceed in moderate to good yields. Interestingly, it is shown experimentally that, by using bulkier bidentate N-heterocyclic carbene ligands, more selective catalytic systems towards cis products in Heck coupling reactions can be achieved.