16491-20-6

Basic information

• Product Name: Benzene, 1-methyl-4-(phenylsulfinyl)-, (R)-
• CAS NO: 16491-20-6
• Molecular Formula: C13H12OS
• Molecular Weight: 216.304
• Mol File: 16491-20-6.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methyl-4-(phenylsulfinyl)-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methyl-4-(phenylsulfinyl)-, (R)-(16491-20-6)
• EPA Substance Registry System: Benzene, 1-methyl-4-(phenylsulfinyl)-, (R)-(16491-20-6)

Safety Data

• Hazardous Substances Data: 16491-20-6(Hazardous Substances Data)

Upstream product

• 106-45-6 para-thiocresol 
• 36832-63-0 4-methylphenyl 3-butyn-1-yl sulfide 
• 1517-82-4 (-)-(S)-O-menthyl p-toluenesulfinate 
• 108-98-5 thiophenol 
• 624-31-7 4-tolyl iodide 
• 911820-09-2 3-[(4-methylphenyl)sulfinyl]propanoic acid tert-butyl ester 
• 591-50-4 iodobenzene 
• 3699-01-2 4-tolyl phenyl sulfide 
• 120483-06-9 3-p-Tolylsulfanyl-propionaldehyde 
• 1269416-94-5 2-[(SS,2S)-2-chloro-2-(4-methylphenyl)sulfinylethyl]-1,3-dioxolane 
• 1269416-93-4 2-[(SS)-2-(4-methylphenyl)sulfinylethyl]-1,3-dioxolane 
• 1269416-92-3 2-[2-(4-methylphenyl)thioethyl]-1,3-dioxolane 
• 1269417-07-3 C₁₂H₁₄⁽²⁾HClO₃S 
• 1269417-06-2 C₁₂H₁₅ClO₃S 

Downstream Products

• 640-57-3 phenyltolylsulfone 
• 1774-35-2 di(p-tolyl) sulfoxide 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 77096-69-6 1-benzenesulfinyl-4-methyl-benzene 
• 49833-45-6 tert-butyl 4-methylphenyl sulfoxide 
• 62076-10-2 (tert-butylsulfinyl)benzene 
• 51207-25-1 (R)-ethyl phenyl sulfoxide 
• 62961-00-6 (S)-1-(ethylsulfinyl)-4-methylbenzene 
• 77044-44-1 C₁₇H₂₂NS⁽¹⁺⁾*BF₄^(1-) 
• 30506-35-5 butyl(p-tolyl)sulfoxide 
• 13153-10-1 (R)-(+)-butyl phenyl sulfoxide 
• 2168-93-6 butyl sulfoxide 
• 51774-55-1 Phenyl-p-tolylsulfoximin 

Relevant articles and documents

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.

Investigation of steric and electronic effects in the copper-catalysed asymmetric oxidation of sulfides

Steric and electronic effects in the copper-catalysed asymmetric oxidation of aryl benzyl, aryl alkyl and alkyl benzyl sulfides have been investigated. The presence of an aryl group directly attached to the sulfur is essential to afford sulfoxides with high enantioselectivities, with up to 97% ee for 2-naphthyl benzyl sulfoxide, the highest enantioselectivity achieved to date for copper-catalysed asymmetric sulfoxidation. In contrast, the benzyl substituent can be replaced by sterically comparable groups with no effect on enantioselectivity. Copper-mediated oxidation of substituted aryl benzyl sulfides display modest steric and electronic effects resulting in comparable or lower enantioselectivities to those obtained with the unsubstituted benzyl phenyl sulfide.

Practical and highly stereoselective technology for preparation of enantiopure sulfoxides and sulfinamides utilizing activated and functionally differentiated N-sulfonyl-1,2,3-oxathiazolidine-2-oxide derivatives

A simple, general, and practical technology to prepare enantiopure 1,2,3-oxathiazolidine-2-oxide derivatives using chiral aryl N-sulfonyl aminoalcohol derivatives and thionyl chloride is reported. The versatility of these novel chiral building blocks (MIOO and TMPOO), was exemplified by the expedient production of a variety of unique chiral sulfoxides and valuable chiral sulfinamides in excellent yields and enantiopurities.