17414-12-9

Basic information

• Product Name: Benzene, (1-cyclohexen-1-ylsulfinyl)-
• CAS NO: 17414-12-9
• Molecular Formula: C12H14OS
• Molecular Weight: 206.309
• Mol File: 17414-12-9.mol

Chemical Properties

• CAS DataBase Reference: Benzene, (1-cyclohexen-1-ylsulfinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1-cyclohexen-1-ylsulfinyl)-(17414-12-9)
• EPA Substance Registry System: Benzene, (1-cyclohexen-1-ylsulfinyl)-(17414-12-9)

Safety Data

• Hazardous Substances Data: 17414-12-9(Hazardous Substances Data)

Upstream product

• 28075-50-5 cyclohex-1-en-1-yl trifluoromethane sulfonate 
• 62076-10-2 (tert-butylsulfinyl)benzene 
• 108-98-5 thiophenol 
• 108-94-1 cyclohexanone 
• 110-83-8 cyclohexene 
• 931-59-9 benzenesulfenyl chloride 
• 14032-03-2 ((1R,2R)-2-chlorocyclohexyl)(phenyl)sulfane 
• 4922-47-8 1-(phenylthio)cyclohex-1-ene 

Downstream Products

• 80232-42-4 (3aS,7aS)-3,3-Dichloro-7a-phenylsulfanyl-hexahydro-benzofuran-2-one 
• 6051-03-2 cis-hexahydrobenzofuran-2(3H)-one 
• 219601-33-9 [(2-Benzenesulfinyl-cyclohexyl)-difluoro-methyl]-phosphonic acid diethyl ester 
• 110452-14-7 2-phenylthiocyclohexanone 
• 80232-43-5 (3aS,4R,7aS)-4-(tert-Butyl-dimethyl-silanyloxy)-3,3-dichloro-7a-phenylsulfanyl-hexahydro-benzofuran-2-one 
• 80232-43-5 (3aS,4S,7aS)-4-(tert-Butyl-dimethyl-silanyloxy)-3,3-dichloro-7a-phenylsulfanyl-hexahydro-benzofuran-2-one 

Relevant articles and documents

Tert-Butyl Sulfoxides: Key Precursors for Palladium-Catalyzed Arylation of Sulfenate Salts

The present report describes an efficient and clean generation of sulfenate salts (R1SO-) by pyrolysis of readily available tert-butyl sulfoxides to give sulfenic acids (R1SOH) and traceless isobutene, followed by hydrogen abstraction with a weak inorganic base (K3PO4). The relevance of this process was exemplified through an in situ palladium-catalyzed cross-coupling reaction with aryl halides/triflates leading to aryl sulfoxides. The operationally simple C-S bond-forming protocol developed uses Pd(dba)2 as catalyst and Xantphos as ligand in toluene or a toluene/H2O mixture. Further extensions include the use of di-tert-butyl sulfoxide as an equivalent for sulfur monoxide dianion (SO2-) and the development of diastereoselective versions in the [2.2]paracyclophane and biaryl series.

A two-component pericyclic reaction for synthesis of substituted benzofurans and aryl-quaternary carbon bonds

The reaction shown is presumed to be a new [3,3]-sigmatropic rearrangement involving an O-arylsulfoxonium species or related sulfurane. It allows a sulfoxide and a phenol to be joined and rearranged in one operation at or below room temperature, coupling

A conjugate addition/sulfoxide elimination route to allylic difluorophosphonates

Cerium-mediated conjugate additions of (diethoxyphosphinoyl) difluoromethyllithium to cyclic vinyl sulfoxides proceeded smoothly; thermal sulfoxide elimination afforded the products of formal vinylation, attaching the difluoromethylenephosphonato group to an alkenyl carbon atom. With acyclic vinyl sulfoxides, the addition occurred in moderate to poor yield. Addition failed completely in the absence of cerium(III) chloride, and was facilitated by an excess of the reagent.

Synthesis of α-methylene-β-hydroperoxy sulfoxides by regioselective photooxygenation (Schenck Reaction) of racemic vinyl sulfoxides

The β-hydroperoxy vinyl sulfoxides 3 were synthesized in good to excellent yields by regioselective photooxygenation of racemic vinyl sulfoxides 2. Moderate diastereoselectivities were observed in the ene reaction of singlet oxygen (Schenck Reaction) with