207983-95-7

Basic information

• Product Name: (S,E)-3-(p-tolylsulfinyl)-3-pentene-2-one
• Synonyms: (S,E)-3-(p-tolylsulfinyl)-3-pentene-2-one
• CAS NO: 207983-95-7
• Molecular Weight: 222.308
• Mol File: 207983-95-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S,E)-3-(p-tolylsulfinyl)-3-pentene-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S,E)-3-(p-tolylsulfinyl)-3-pentene-2-one(207983-95-7)
• EPA Substance Registry System: (S,E)-3-(p-tolylsulfinyl)-3-pentene-2-one(207983-95-7)

Safety Data

• Hazardous Substances Data: 207983-95-7(Hazardous Substances Data)

Upstream product

• 207983-90-2 (E)-3-((S)-Toluene-4-sulfinyl)-pent-3-en-2-ol 
• 91796-57-5 4-Methyl-benzenesulfinic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 

Relevant articles and documents

Radical β-addition to acyclic α-(arylsulfinyl) enones: Pummerer-type rearrangement

The reaction of (S,E)-3-(p-tolylsulfinyl)pent-3-en-2-one with an isopropyl radical, generated from isopropyl iodide and triethylborane, gives the non-stereoselective addition product and an unexpected α-(arylsulfanyl) enone which is formed through a radical addition and subsequent Pummerer-type rearrangement. The formation of the α-(arylsulfanyl) enone depends upon the additives used as well as the aryl group on the sulfur.

Novel and chiral Hantzsch-type 14-dihydropyridines having a p-tolylsulfinyl group. Synthesis and biological activities as calcium channel antagonists

Both C-4 stereoisomers of novel Hantzsch-type 4-aryl- and 4-methyl-1,4-dihydropyridines 3 having a p-tolylsulfinyl group at C-5 were efficiently synthesized in optically pure forms starting from the α-sulfinyl enones 6 which could be easily obtained from (-)-menthyl (S)-p-tolylsulfinate (4). The stereochemistry at C-4 was found to be largely responsible for the biological activities as calcium channel antagonists of these compounds.