74338-89-9

Basic information

• Product Name: Benzene, [[1-(1-cyclohexen-1-yl)ethenyl]sulfinyl]-
• CAS NO: 74338-89-9
• Molecular Formula: C14H16OS
• Molecular Weight: 232.346
• Mol File: 74338-89-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, [[1-(1-cyclohexen-1-yl)ethenyl]sulfinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [[1-(1-cyclohexen-1-yl)ethenyl]sulfinyl]-(74338-89-9)
• EPA Substance Registry System: Benzene, [[1-(1-cyclohexen-1-yl)ethenyl]sulfinyl]-(74338-89-9)

Safety Data

• Hazardous Substances Data: 74338-89-9(Hazardous Substances Data)

Upstream product

• 108-98-5 thiophenol 
• 3055-87-6 3-(phenylthio)propionitrile 
• 931-49-7 1-ethenylcyclohexene 
• 158750-11-9 phenyl 1-(cyclohex-1-en-1-yl)vinyl sulfide 
• 74338-75-3 2-cyanoethyl(phenyl)sulfoxide 

Relevant articles and documents

Highly selective sulfoxidation of allylic and vinylic sulfides by hydrogen peroxide using a flavin as catalyst

A highly chemoselective oxidation of allylic and vinylic sulfides to the corresponding sulfoxides has been developed using flavin 1 as the oxidation catalyst and hydrogen peroxide as the terminal oxidant. The sulfoxides were formed in good to excellent yields in a highly selective manner even when an excess of the oxidant was used. Sulfone formation was completely suppressed to 0.5% (in one single case 1.5% sulfone was detected). No epoxidation of double bonds or interference with other functional groups was observed under the reaction conditions. The general applicability was demonstrated by the selective oxidation of various allylic and vinylic sulfides having different electronic properties. A number of functionalities including hydroxy, acetoxy, amino, silyloxy, and formyl groups are tolerated under these mild reaction conditions.

Synthesis of Alkenyl Sulphoxides by Intramolecular and Intermolecular Addition of Sulphenic Acids to Alkynes

Alkyne-ω-sulphenic acids formed by thermolysis of ω-(t-butylsulphinyl)alkynes at 40 deg C cyclized regiospecifically to 2-methylenethiacycloalkane 1-oxides; 2-methylenethietan 1-oxide was not formed in this way. 2-Methylpropane-2-sulphenic acid, obtained by heating di-t-butyl sulphoxide, added regioselectively to oct-1-yne to give predominantly 2-t-butylsulphinyloct-1-ene, which itself decomposed thermally to a mixture of dioctenyl sulphoxides by way of alkenesulphenic acid-dialkyl sulphine interconversions.Benzenesulphenic acid, methanesulphenic acid, and ethoxycarbonylmethanesulphenic acid, conveniently generated by thermolysis of 1-cyano-2-alkyl(or aryl)sulphinylethanes, underwent intermolecular addition to unactivated and activated alkynes regioselectively to give alkenyl sulphoxides in good yields.