193277-05-3

Basic information

• Product Name: Silane, [(1E)-2-(2,4-dimethylphenyl)ethenyl]trimethyl-
• CAS NO: 193277-05-3
• Molecular Formula: C13H20Si
• Molecular Weight: 204.387
• Mol File: 193277-05-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Silane, [(1E)-2-(2,4-dimethylphenyl)ethenyl]trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, [(1E)-2-(2,4-dimethylphenyl)ethenyl]trimethyl-(193277-05-3)
• EPA Substance Registry System: Silane, [(1E)-2-(2,4-dimethylphenyl)ethenyl]trimethyl-(193277-05-3)

Safety Data

• Hazardous Substances Data: 193277-05-3(Hazardous Substances Data)

Upstream product

• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 2234-20-0 2,4-dimethylstyrene 
• 16029-98-4 trimethylsilyl iodide 
• 108-38-3 m-xylene 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 68083-55-6 (2,4-dimethyl-phenyl)-acetaldehyde 
• 6597-59-7 2-(2,4-dimethylphenyl)ethanol 
• 193277-20-2 (E)-1-(2,4-dimethylphenyl)-2-trimethylsilyloxirane 
• 2234-20-0 2,4-dimethylstyrene 

Relevant articles and documents

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.

Preparation of allyl and vinyl silanes by the palladium-catalyzed silylation of terminal olefins: A silyl-heck reaction

Installing silicon is easy! A high-yielding protocol for the palladium-catalyzed silylation of terminal alkenes is reported. This method allows facile conversion of styrenes to E-β-silyl styrenes by using iodotrimethylsilane (TMSI) or chlorotrimethylsilane/lithium iodide (see scheme). Terminal allyl silanes with good E/Z ratios are also readily accessed from α-olefins.

Friedel-Crafts β-Silylvinylations **

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