32291-77-3

Basic information

• Product Name: Benzene, [(2-phenylethenyl)sulfonyl]-, (Z)-
• CAS NO: 32291-77-3
• Molecular Formula: C14H12O2S
• Molecular Weight: 244.314
• Mol File: 32291-77-3.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzene, [(2-phenylethenyl)sulfonyl]-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(2-phenylethenyl)sulfonyl]-, (Z)-(32291-77-3)
• EPA Substance Registry System: Benzene, [(2-phenylethenyl)sulfonyl]-, (Z)-(32291-77-3)

Safety Data

• Hazardous Substances Data: 32291-77-3(Hazardous Substances Data)

Upstream product

• 16619-61-7 1-phenyl-2-phenylthioethene 
• 100-42-5 styrene 
• 873-55-2 sodium benzenesulfonate 
• 4096-21-3 N-phenylpyrrolidine 
• 16212-06-9 phenyl styryl sulfone 
• 100-52-7 benzaldehyde 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 98-09-9 benzenesulfonyl chloride 
• 536-74-3 phenylacetylene 
• 108-98-5 thiophenol 
• 7214-56-4 phenyl(styryl)sulfane 
• 42599-24-6 E-styryl iodide 
• 100289-55-2 1-acetoxy-1-phenyl-2-trimethylsilylethyl phenyl sulphone 
• 591-50-4 iodobenzene 

Downstream Products

• 7214-53-1 (E)-[2-(phenylsulfanyl)vinyl]benzene 
• 344564-13-2 2-(1-Phenyl-2-phenylsulfonylaethyl)cyclohexanon 
• 55930-68-2 2-(1-Phenylsulfonyl-2-phenylaethyl)cyclohexanon 
• 65885-18-9 phenyl (2-phenyl-2-ethoxy ethyl)sulphone 
• 69333-48-8 1-phenyl sulphonyl-2-methoxy-2-phenyl ethane 
• 18436-04-9 phenyl(β-phenyl sulphenyl-β-phenyl ethyl)sulphone 
• 53876-79-2 1,2-bis-benzenesulfonyl-1-phenyl-ethane 
• 135204-15-8 (E)-3-phenyl-2-(phenylsulfonyl)-2-propenyl chloroformate 
• 134996-49-9 (E)-3-phenyl-2-(phenylsulfonyl)-2-propenyl alcohol 
• 65210-94-8 (Z)-1-(benzenesulfonyl)-1-bromo-2-phenylethene 
• 16212-06-9 phenyl styryl sulfone 
• 26995-39-1 (1RS,2SR)-1,2-epoxy-2-phenylethyl phenyl sulfone 
• 21309-15-9 trans-2-phenyl-phenylsulfonyl cyclopropane 

Relevant articles and documents

E -Selective synthesis of vinyl sulfones via silver-catalyzed sulfonylation of styrenes

An efficient and highly E-selective protocol for the synthesis of vinyl sulfones is described. This simple protocol demonstrates the first synthesis of vinyl sulfones via a silver-catalyzed C-S bond coupling reaction. In addition, the success of the reaction was found to be critically dependent on the use of TEMPO as the additive.

Stereoselective Synthesis of Z-α,β-Unsaturated Sulfones Using Peterson Reagents

New Peterson reagents were prepared by introducing alkyloxy groups on the silicon atom in order to fix the conformation of the sulfone anion. The reagents 1d and 1e reacted with a variety of aldehydes after the treatment with Li-base to give Z-α,β-unsaturated sulfones with up to >99:1 selectivity in good to excellent yields. For the reaction with aliphatic aldehydes, CPME (cyclopentyl methyl ether) is the choice of solvent, while DME (1,2-dimethoxyethane) gave higher selectivity for the reaction with aromatic aldehydes.

Studies on hydrozirconation of 1-alkynyl sulfoxides or sulfones and the application for the synthesis of stereodefined vinyl sulfoxides or sulfones

The hydrozirconation reaction of 1-alkynyl sulfoxides or sulfones with CP2Zr(H)Cl in THF at room temperature predominantly gave Z-β-zirconated vinyl sulfoxides or sulfones with excellent regioselectivity. Compared with 1-alkynyl sulfoxides, the hydrozirconation reaction of 1-alkynyl sulfones exhibits great synthetic potential, leading to the efficient preparation of Z-β-halovinyl sulfones, Z-β-sulfonyl α,β-unsaturated ketones, and Z-β-alkynyl vinyl sulfones. Although the reaction mechanisms are still not clear, the neighboring group participation of the sulfinyl or sulfonyl group may be playing an important role in this unique hydrozirconation reaction.