139214-35-0

Basic information

• Product Name: Silane, trimethyl[2-(4-methylphenyl)-2-propenyl]-
• CAS NO: 139214-35-0
• Molecular Formula: C13H20Si
• Molecular Weight: 204.387
• Mol File: 139214-35-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[2-(4-methylphenyl)-2-propenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[2-(4-methylphenyl)-2-propenyl]-(139214-35-0)
• EPA Substance Registry System: Silane, trimethyl[2-(4-methylphenyl)-2-propenyl]-(139214-35-0)

Safety Data

• Hazardous Substances Data: 139214-35-0(Hazardous Substances Data)

Upstream product

• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 
• 122-00-9 para-methylacetophenone 
• 18276-76-1 Phosphorsaeure-diethyl-1-(4-methylphenyl)vinyl-ester 
• 51270-89-4 1-(1-bromoethenyl)-4-methylbenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 1344025-28-0 1-(p-tolyl)vinyl trifluoromethanesulfonate 
• 54731-27-0 1-p-methylphenyl-1-trimethylsiloxyethene 
• 1822-00-0 trimethylsilylmethyllithium 
• 56637-45-7 2-methyl-2-(4-methylphenyl)-1,3-dithiane 
• 41159-08-4 2-methyl-2-(4-methylphenyl)-2-methyl-1,3-dithiolane 

Downstream Products

• 1448863-25-9 (1R)-1-phenyl-3-p-tolyl-3-buten-1-ol 
• 1448863-27-1 (1R)-1-m-tolyl-3-p-tolyl-3-buten-1-ol 
• 1448863-26-0 (1R)-1-(naphth-2-yl)-3-p-tolyl-3-buten-1-ol 
• 91176-32-8 1-methyl-4-(3-phenylprop-1-en-2-yl)benzene 
• 269-43-2 naphtho<2,3-d>-1,3-dioxole 
• 1009632-40-9 C₂₁H₂₀O₂ 
• 1009632-29-4 C₂₂H₂₄O₂ 
• 10103-06-7 2,3-dimethoxynaphthalene 

Relevant articles and documents

Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis

A ligand-free Pd-catalyzed cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides enabled by silver salts was developed. This reaction delivered allylic arenes chemoselectively and regioselectively. The study suggested that the reaction might proceed through oxidative addition of ArI to Pd(0) followed by halide abstraction to give an electrophilic complex ArPdX, which further reacted with allyl(trimethyl)silanes via electrophilic addition/desilylation/reductive elimination to afford the allyl-aryl coupling products.

Pd-Catalyzed C(sp3)-C(sp2) cross-coupling of Y(CH2SiMe3)3(THF)2 with vinyl bromides and triflates

Pd-Catalyzed C(sp3)-C(sp2) cross-coupling of Y(CH2SiMe3)3(THF)2 with vinyl bromides and triflates has been developed for efficient synthesis of various allyltrimethylsilanes. The cross-coupling reaction was conducted at room temperature with low catalyst loading of either Pd(PPh3)4 or Pd(PPh3)2Cl2, and exhibited high efficiency and a broad substrate scope. In combination with the cross-coupling by the Lewis-acid catalyzed Hosomi-Sakurai reaction, a novel three-component one-pot cascade reaction was then accomplished to deliver homoallylic alcohols and ethers with high regioselectivity and diastereoselectivity. The three-component reaction defined the yttrium complex as a novel one-carbon synthon, which could either trigger bifunctionalization of alkenes or link two electrophiles and would find applications in organic synthesis.

Asymmetric counteranion-directed catalytic hosomi-sakurai reaction

Counteranion control enables the enantioselective, organo Lewis acid catalyzed Hosomi-Sakurai reaction of (hetero)aromatic aldehydes and allylsilanes using an easily handled disulfonimide precatalyst (see scheme). The key to the success of this system is to turn the usually undesired silylium ion catalysis into the desired catalytic regime and pair the cation with an enantiopure disulfonimide anion, thereby applying the concept of asymmetric counteranion-directed catalysis.