86409-87-2

Basic information

• Product Name: Silane, trimethyl[2-[(4-methylphenyl)sulfonyl]-1-(phenylseleno)ethenyl]-, (E)-
• CAS NO: 86409-87-2
• Molecular Formula: C18H22O2SSeSi
• Molecular Weight: 409.483
• Mol File: 86409-87-2.mol

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[2-[(4-methylphenyl)sulfonyl]-1-(phenylseleno)ethenyl]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[2-[(4-methylphenyl)sulfonyl]-1-(phenylseleno)ethenyl]-, (E)-(86409-87-2)
• EPA Substance Registry System: Silane, trimethyl[2-[(4-methylphenyl)sulfonyl]-1-(phenylseleno)ethenyl]-, (E)-(86409-87-2)

Safety Data

• Hazardous Substances Data: 86409-87-2(Hazardous Substances Data)

Upstream product

• 1666-13-3 diphenyl diselenide 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 1066-54-2 trimethylsilylacetylene 
• 68819-94-3 p-tolyl benzeneselenosulfonate 

Downstream Products

• 108817-54-5 (Z)-1-(p-tolylsulfonyl)-2-(trimethylsilyl)propene 
• 34452-56-7 trimethylsilyl p-tolylsulfonylacetylene 
• 1666-13-3 diphenyl diselenide 
• 13894-21-8 ethynyl p-tolyl sulfone 

Relevant articles and documents

Copper-Catalyzed Three Component Regio- and Stereospecific Selenosulfonation of Alkynes: Synthesis of (E)-β-Selenovinyl Sulfones

A copper-catalyzed highly regio- and stereospecific selenosulfonation of alkynes with arylsulfonohydrazides and diphenyl diselenide has been developed. This novel three component reaction proceeds under very mild conditions and with a broad scope of substrates, providing a wide range of (E)-β-selenovinyl sulfones in good to excellent yields.

Selenosulfonation of Acetylenes: Preparation of Novel β-(Phenylseleno)vinyl Sulfones and Their Conversion to Acetylenic and β-Functionalized Sulfones

The 1,2-additions of Se-phenyl p-tolueneselenosulfonate (1) to acetylenes under mild conditions afford β-(phenylseleno)vinyl sulfones 3, generally in high yields.The reaction is highly regioselective (anti-Markovnikov) and stereoselective (anti) and proceeds via a free-radical chain mechanism initiated by the thermolysis of the selenosulfonate.The oxidation of β-(phenylseleno)vinyl sulfones with m-chloroperbenzoic acid generates the corresponding selenoxides 4, which undergo syn or base-catalyzed elimination to furnish acetylenic sulfones 5.Base-catalyzed alcoholyses of selenoxides 4 in methanol or ethylene glycol produce β-keto sulfone ketals 8 or 10, respectively.Free β-keto sulfones 11 are formed by the acid-catalyzed hydrolysis of the corresponding β-(phenylseleno)vinyl sulfones 3.