89279-84-5

Basic information

• Product Name: S-cyclohexyl-N-(p-tolylsulfonyl)-S-p-tolylsulfoximine
• Synonyms: S-cyclohexyl-N-(p-tolylsulfonyl)-S-p-tolylsulfoximine
• CAS NO: 89279-84-5
• Molecular Weight: 391.555
• Mol File: 89279-84-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: S-cyclohexyl-N-(p-tolylsulfonyl)-S-p-tolylsulfoximine(CAS DataBase Reference)
• NIST Chemistry Reference: S-cyclohexyl-N-(p-tolylsulfonyl)-S-p-tolylsulfoximine(89279-84-5)
• EPA Substance Registry System: S-cyclohexyl-N-(p-tolylsulfonyl)-S-p-tolylsulfoximine(89279-84-5)

Safety Data

• Hazardous Substances Data: 89279-84-5(Hazardous Substances Data)

Upstream product

• 89279-65-2 C₁₆H₁₈ClNO₃S₂ 
• 89279-63-0 S-p-tolyl-S-vinyl-N-(p-tolylsulfonyl)sulfoximine 
• 127-65-1 chloroamine-T 
• 59693-93-5 (4-methylphenyl)cyclohexyl sulfane 
• 89279-64-1 S-p-tolyl-S-(2-chloroethyl)-N-(p-tolylsulfonyl)sulfilimine 
• 89279-78-7 S-4-cyclohexenyl-N-(p-tolylsulfonyl)-S-p-tolylsulfoximine 

Relevant articles and documents

Diels - Alder Reactions of S-Vinyl-S-Arylsulfoximines

Cyclopentadiene and the known S-p-tolyl-S-vinyl-N-phthalimidosulfoximine (1a) undergo Diels-Alder reaction to give a mixture of cycloadducts in excellent yield.The structures of the cycloadducts including stereochemistry are assigned by 1H NMR spectroscopy.The crystal and molecular structure of the major cycloadduct 5d, n = 1, G = 1,2 C6H4(CO)2N was determined unequivocally by X-ray crystallographic techniques.Treatment of this major cycloadduct with hydrazine in ethanol resulted in conversion of the sulfoximine to sulfoxide group concomitant with reduction of the carbon-carbon double bond.Use of allyl alcohol as solvent in this reaction allowed conversion to the corresponding unsaturated sulfoxide 8.The previously unknown S-p-tolyl-S-vinyl-N-(p-tolylsulfonyl)-sulfoximine (1b) is somewhat more reactive than phenyl vinyl sulfone and undergoes Diels-Alder reactions with cyclic and acyclic 1,3-dienes in 81-95percent yield.The endo selectivity of vinylsulfoximine 1b is 9:2 with cyclopentadiene and 93:7 with 1,3-cyclohexadiene.With 2-methyl-1,3-butadiene the para adduct is produced regioselectively in a ratio of 4:1.Although formation of the endo adducts from vinylsulfoximine 1b and cyclopentadiene and 1,3-cyclohexadiene is not diastereoselective, the diastereomers can be separated by HPLC.The cycloadducts from 1,3-cyclohexadiene and vinylsulfoximine 1b have been converted to bicyclooct-2-ene and bicyclooct-2-en-5-one.