27328-17-2

Basic information

• Product Name: Benzene, 1-[(S)-ethenylsulfinyl]-4-methyl-
• CAS NO: 27328-17-2
• Molecular Formula: C9H10OS
• Molecular Weight: 166.244
• Mol File: 27328-17-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1-[(S)-ethenylsulfinyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(S)-ethenylsulfinyl]-4-methyl-(27328-17-2)
• EPA Substance Registry System: Benzene, 1-[(S)-ethenylsulfinyl]-4-methyl-(27328-17-2)

Safety Data

• Hazardous Substances Data: 27328-17-2(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 1017-88-5 dimethyldiphenylphosphonium iodide 
• 79-24-3 Nitroethane 
• 36832-47-0 vinyl-4-tolylsulfoxide 
• 16336-54-2 p-tolyl vinyl sulfide 
• 106-45-6 para-thiocresol 
• 1826-67-1 vinyl magnesium bromide 
• 91796-57-5 4-Methyl-benzenesulfinic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 

Downstream Products

• 134356-81-3 (1S,4S,5R)-5-((S)-Toluene-4-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-2-ene 
• 134356-80-2 (1R,4R,5R)-5-((S)-Toluene-4-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-2-ene 
• 208989-15-5 (1S,5S,6R,R_S)-3-(p-fluorophenyl)-N-methyl-6-(p-tolylsulfinyl)-8-azabicyclo<3.2.1>oct-3-en-2-one 
• 208989-13-3 (1S,5S,6R,R_S)-N-methyl-6-(p-tolylsulfinyl)-3-p-tolyl-8-azabicyclo<3.2.1>oct-3-en-2-one 
• 197590-75-3 (1S,5S,6R,R_S)-N-methyl-3-phenyl-6-(p-tolylsulfinyl)-8-azabicyclo<3.2.1>oct-3-en-2-one 
• 134297-23-7 (1R,4R,5R)-5-((R)-Toluene-4-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-2-ene 
• 134356-78-8 (1S,4S,5R)-5-((R)-Toluene-4-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-2-ene 
• 134297-23-7 (1R,4R,5S)-5-((R)-Toluene-4-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-2-ene 
• 134297-23-7 (1S,4S,5S)-5-((R)-Toluene-4-sulfinyl)-7-oxa-bicyclo[2.2.1]hept-2-ene 
• 89279-83-4 (1R,4R,5R)-5-((R)-Toluene-4-sulfinyl)-bicyclo[2.2.1]hept-2-ene 
• 134297-24-8 (1R,2R,4R)-(+)-oxabicyclo<2.2.1>hept-5-ene-2-p-tolyl sulfide 
• 134356-79-9 (1S,2R,4S)-(+)-oxabicyclo<2.2.1>hept-5-ene-2-p-tolyl sulfide 
• 134297-21-5 1-((R)-3,4-Dimethyl-cyclohex-3-enesulfinyl)-4-methyl-benzene 

Relevant articles and documents

An efficient resolution of (±)-p-tolylvinylsulfoxide using (-)-menthol

The preparation of enantiopure (+)-(R)(S) and (-)-(S)(S)-p- tolylvinylsulfoxide using (-)-menthol as a resolving agent is described.

Stereoselective synthesis of racemic and optically active E-vinyl and E- dienyl sulfoxides via Wittig reaction of α-sulfinyl phosphonium ylides

A series of α-sulfinyl phosphonium ylides have been obtained in the reaction of phosphonium mono- and diylides with sulfinic acid esters. The use of (-)-(S)-menthyl p-toluenesulfinate in this reaction afforded the corresponding (S)-((p-tolylsulfinyl)methyl)triphenylphosphonium ylide. The Wittig reaction of these ylides with saturated and unsaturated aldehydes resulted in the formation of racemic and optically active (+)-(R)-vinyl and dienyl sulfoxides with the E-geometry. The synthesis of (+)-(R)-((p- tolylsulfinyl)methyl)triphenylphosphonium iodide as a precursor of the optically active ylide has also been described.

Asymmetric Induction in the Michael Reaction by Means of Chiral Phase-transfer Catalysts derived from Cinchona and Ephedra Alkaloids

Asymmetric induction in the Michael reaction has been achieved using alkaloidonium salts in a two-phase system with optical yields of up to 36 and 26percent in the addition to αβ-unsaturated ketones of thiols and nitroalkanes respectively.The presence of a hydroxy-group β to the 'onium function is essential to achieve substantial asymmetric syntheses.