132536-25-5

Basic information

• Product Name: 4-chlorostyryltrimethylsilane
• Synonyms: 4-chlorostyryltrimethylsilane
• CAS NO: 132536-25-5
• Molecular Weight: 210.779
• Mol File: 132536-25-5.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 4-chlorostyryltrimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chlorostyryltrimethylsilane(132536-25-5)
• EPA Substance Registry System: 4-chlorostyryltrimethylsilane(132536-25-5)

Safety Data

• Hazardous Substances Data: 132536-25-5(Hazardous Substances Data)

Upstream product

• 637-87-6 1-Chloro-4-iodobenzene 
• 754-05-2 ethenyltrimethylsilane 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 1073-67-2 4-vinylbenzyl chloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 5926-35-2 chlorobis(trimethylsilyl)methane 
• 104-88-1 4-chlorobenzaldehyde 
• 6966-45-6 4-chlorobenzylsulfonyl chloride 
• 873-73-4 4-n-chlorophenylacetylene 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 75-77-4 chloro-trimethyl-silane 
• 336193-47-6 2-chloro-1-(4-chloro-phenyl)-2-trimethylsilanyl-ethanol 
• 336193-39-6 2-chloro-1-(4-chlorophenyl)-2-(trimethylsilyl)ethyl acetate 
• 16029-98-4 trimethylsilyl iodide 

Downstream Products

• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 30626-03-0 (3E)-4-(4-chlorophenyl)-3-buten-2-one 
• 26928-24-5 (Z)-1-chloro-4-(2-fluorovinyl)benzene 
• 26928-23-4 (E)-1-chloro-4-(2-fluorovinyl)benzene 
• 24721-26-4 4-chlorochalcone 
• 168006-99-3 (E)-1-chloro-4-(2-iodovinyl)benzene 
• 1104997-38-7 (E)-(3-(4-chlorophenyl)prop-2-ene-1,1-diyl)dibenzene 
• 5043-91-4 (E)-4-chloro-4'-methoxystilbene 
• 22920-33-8 trans-1-(4-chlorophenyl)-2-(1-naphthyl)ethene 

Relevant articles and documents

Heck-type Reaction of Iodotrimethylsilane with Olefins Affording Alkenyltrimethylsilane

Iodotrimethylsilane reacted with styrene derivatives in the presence of triethylamine and a palladium catalyst to give β-styrylsilanes.

Palladium-catalyzed olefination of aryl/alkyl halides with trimethylsilyldiazomethane via carbene migratory insertion

The direct olefination of aryl/alkyl halides with trimethylsilyldiazomethane (TMSD) as a C1- or C2-unit was achieved successfully via a metal carbene migratory insertion process, which offered a new access to afford (E)-vinyl silanes and (E)-silyl-substituted α,β-unsaturated amides in good yields and high chemoselectivity.

Simplified Preparation of Trialkylvinylsilanes via the Silyl-Heck Reaction Utilizing a Second Generation Catalyst

Recently we reported a second generation ligand, bis(3,5-di-tert-butylphenyl)(tert-butyl)phosphine, for the preparation of allylsilanes using the silyl-Heck reaction. We now show that this new ligand also provides superior reactivity in the preparation of vinylsilanes from styrene derivatives. For the first time, this new ligand provides exceptionally high yields of trialkylvinylsilanes using the widely available palladium pre-catalyst, tris(dibenzylideneacetone)dipalladium(0) [Pd2(dba)3]. Finally, we demonstrate that this new catalyst system is able to form more highly decorated all-carbon substituted vinylsilanes that have been shown to possess superior reactivity in oxidation and cross-coupling reactions.