36832-47-0

Basic information

• Product Name: Benzene, 1-(ethenylsulfinyl)-4-methyl-
• Synonyms: 4-methylphenyl vinyl sulfoxide;(+/-)-4-Vinylsulfin-toluol;p-tolyl vinyl sulfoxide;vinyl-4-tolylsulfoxide;p-tolyl-vinyl sulfoxide;p-Tolyl-vinyl-sulfoxid
• CAS NO: 36832-47-0
• Molecular Formula: C9H10OS
• Molecular Weight: 166.244
• Mol File: 36832-47-0.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(ethenylsulfinyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(ethenylsulfinyl)-4-methyl-(36832-47-0)
• EPA Substance Registry System: Benzene, 1-(ethenylsulfinyl)-4-methyl-(36832-47-0)

Safety Data

• Hazardous Substances Data: 36832-47-0(Hazardous Substances Data)

Upstream product

• 16336-54-2 p-tolyl vinyl sulfide 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 1826-67-1 vinyl magnesium bromide 
• 50635-73-9 (R_S,R)-1-(1-bromoethylsulfinyl)-4-methylbenzene 
• 98-80-6 phenylboronic acid 
• 1519-40-0 (+)-(R)-ethyl p-tolyl sulfoxide 
• 103-19-5 di(p-tolyl) disulfide 
• 106-45-6 para-thiocresol 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 188447-91-8 (S)-p-toluenesulfinimide 
• 216855-39-9 (S)-N-(p-tolylsulfinylimino)triphenylphosphorane 
• 31536-21-7 isopropyl 4-methylbenzenesulfinate 
• 79-24-3 Nitroethane 

Downstream Products

• 108873-43-4 diethyl-[2-(toluene-4-sulfinyl)-ethyl]-amine 
• 77670-24-7 3-nitro-1-p-tolylsulphinylbutane 
• 27328-17-2 (+)-p-tolyl vinyl sulphoxide 
• 111849-28-6 5-<(tert-butyldimethylsilyl)oxy>-4,4-dimethylpentyl p-tolyl sulfoxide 
• 28415-26-1 1-Methyl-4-(2-phenylsulfanyl-ethanesulfinyl)-benzene 
• 137603-97-5 1-(1-Allyl-pent-4-enylsulfanyl)-4-methyl-benzene 
• 27328-17-2 (S)-(-)-p-tolyl vinyl sulfoxide 
• 54828-68-1 (R)-p-tolyl vinyl sulfoxide 
• 1519-40-0 (+)-(R)-ethyl p-tolyl sulfoxide 
• 62961-00-6 (S)-1-(ethylsulfinyl)-4-methylbenzene 
• 103-19-5 di(p-tolyl) disulfide 
• 405-31-2 bis(4-fluorophenyl)disulfide 
• 1315281-55-0 C₁₃H₁₈OSi 
• 86012-02-4 (C₆H₅)3SnCH₂CH₂S(O)C₆H₄CH₃ 

Relevant articles and documents

Gold(I)-Catalyzed Synthesis of Highly Substituted 1,4-Dicarbonyl Derivatives via Sulfonium [3,3]-Sigmatropic Rearrangement

An efficient and straightforward gold-catalyzed protocol for the synthesis of 2-substituted 4-oxo-4-arylbutanal derivatives from commercially available or easily accessible alkynes and vinylsulfoxide substrates has been developed. Extension of the methodology to the use of 1-cycloalkenyl sulfoxides allowed the facile synthesis of five-, six-, and seven-membered-ring cycloalkyl-1-one backbone. Subsequently, the tetrahydrocycloalkyl[b]pyrrole derivatives, which are found in many active pharmaceutical ingredients, were isolated in good yields. Mechanistic investigation highlighted a [3,3]-sigmatropic rearrangement of a sulfonium intermediate in this process.

Hydrogenative Kinetic Resolution of Vinyl Sulfoxides

Enantiopure sulfoxides are valuable precursors of organosulfur compounds with broad application in organic and pharmaceutical chemistry. An unprecedented strategy for obtaining highly enantioenriched sulfoxides based on a hydrogenative kinetic resolution using Rh-complexes of phosphine-phosphite ligands as catalysts is reported. After optimization, highly efficient conditions for the kinetic resolution of racemic sulfoxides have been identified. This methodology has been applied to a set of racemic aralkyl or aryl vinyl sulfoxides and allowed the isolation of both recovered and reduced products in excellent yields and enantioselectivities (up to 99% and 97% ee, respectively; 16 examples).

Synthesis of functionalized asymmetric star polymers containing conductive polyacetylene segments by living anionic polymerization

Novel 3-arm ABC, 4-arm ABCD, and 5-arm ABCDE asymmetric star polymers comprising the conductive polyacetylene precursor, poly(4-methylphenyl vinyl sulfoxide) (PMePVSO), and other segments, such as polystyrene, poly(α-methylstyrene), poly(4-methoxystyrene)