68669-68-1

Basic information

• Product Name: Silane, trimethyl[(1E)-2-phenyl-1-propenyl]-
• CAS NO: 68669-68-1
• Molecular Formula: C12H18Si
• Molecular Weight: 190.36
• Mol File: 68669-68-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[(1E)-2-phenyl-1-propenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[(1E)-2-phenyl-1-propenyl]-(68669-68-1)
• EPA Substance Registry System: Silane, trimethyl[(1E)-2-phenyl-1-propenyl]-(68669-68-1)

Safety Data

• Hazardous Substances Data: 68669-68-1(Hazardous Substances Data)

Upstream product

• 917-64-6 methyl magnesium iodide 
• 139214-53-2 2-phenyl-2-(trimethylsilylmethyl)-1,3-dithiane 
• 5769-02-8 2-methyl-2-phenyl[1,3]dithiolane 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 
• 917-54-4 methyllithium 
• 118297-82-8 (Z)-1-phenyl-2-(trimethylsilyl)vinyl diphenyl phosphate 
• 130837-36-4 (E)/(Z)-2-methyl-2-phenyl-1-trimethylsilyl-1-trimethylstannylethene 
• 75-77-4 chloro-trimethyl-silane 
• 676-58-4 methylmagnesium chloride 
• 536-74-3 phenylacetylene 
• 97607-44-8 1-trimethylsilyl-2-phenyl-2-trimethylstannyl-ethene 
• 77-78-1 dimethyl sulfate 
• 16029-98-4 trimethylsilyl iodide 
• 544-97-8 dimethyl zinc(II) 

Downstream Products

• 18027-28-6 trimethyl(2-phenylpropyl)silane 
• 33632-82-5 trimethyl[(2R)-2-phenylpropyl]silane 
• 68669-67-0 (Z)-trimethyl(2-phenylprop-1-en-1-yl)silane 

Relevant articles and documents

Nickel-catalysed Coupling of Dithioacetals with Silylmethylmagnesium Chloride. A Simple Synthesis of Allylsilanes

Allylsilanes are conveniently synthesized from the reaction of dithioacetals of ketones with trimethylsilylmethylmagnesium chloride.

The efficient method for the preparation of alkenylsilanes from organoaluminums

Silyl esters of sulfonic acids are convenient and efficient silylating agents for β,β- and β-substituted 1-alkenylaluminums. The reaction proceeds at room temperature in CH2Cl2 or hexane for 18 h to give corresponding alkenylsilanes in high yield. At the same time, α,β-disubstituted and α,β,β-trisubstituted 1-alkenylaluminums were inert in the reaction under study. The reaction with aluminacyclopen-2-enes and aluminacyclopentanes takes place on the less sterically hindered reaction center. Using electron-donating solvents (diethyl ether, THF) inhibits the reaction. A new convenient procedure of silylation was developed, which consists in obtaining the silyl tosylate by the reaction of chlorosilanes with anhydrous sodium tosylate in toluene solution. The resulting reaction mixture was reacted with organoaluminum compounds without isolation of silyl tosylate.

Pd-catalyzed selective tandem arylation-alkylation of 1,1-dihalo-1-alkenes with aryl- and alkylzinc derivatives to produce α-alkyl-substituted styrene derivatives

Trans -selective monoarylation of 1,1-dibromo- and 1,1-dichloro-1-alkenes (1) can be achieved in >80% yields and in ≥98-99% stereoselectivity with arylzinc bromides in the presence of a catalytic amount of Cl2Pd(DPEphos) or Cl2Pd(dppb), the former permitting cleaner and higher yielding reactions. Although THF is a generally satisfactory solvent, ether and toluene are superior to THF in some cases. The second substitution of (Z)-α-bromostyrenes (3) with alkylzincs in the presence of 2 mol% of Pd(t Bu3P)2 proceeds to give the corresponding 2 in >90% yields and in ≥98-99% stereoselectivity. Although somewhat less satisfactory, the use of Cl2Pd(DPEphos) permits a one-pot tandem arylation-alkylation.