83438-57-7

Basic information

• Product Name: Silane, (3,3-diphenyl-2-propenyl)trimethyl-
• CAS NO: 83438-57-7
• Molecular Formula: C18H22Si
• Molecular Weight: 266.458
• Mol File: 83438-57-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Silane, (3,3-diphenyl-2-propenyl)trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, (3,3-diphenyl-2-propenyl)trimethyl-(83438-57-7)
• EPA Substance Registry System: Silane, (3,3-diphenyl-2-propenyl)trimethyl-(83438-57-7)

Safety Data

• Hazardous Substances Data: 83438-57-7(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 677-21-4 1,1,1-trifluoropropylene 
• 24626-27-5 3,3-diphenylallyl chloride 
• 91899-54-6 (Trimethylsilyl)copper 
• 83438-63-5 Methanesulfonic acid 2-benzenesulfonyl-1,1-diphenyl-3-trimethylsilanyl-propyl ester 
• 17988-59-9 phenyl 2-(trimethylsilyl)ethyl sulfide 
• 73476-18-3 1-benzenesulfonyl-2-trimethylsilylethane 
• 108-98-5 thiophenol 
• 754-05-2 ethenyltrimethylsilane 
• 40237-72-7 (2-methoxyethene-1,1-diyl)dibenzene 
• 1822-00-0 trimethylsilylmethyllithium 
• 28075-38-9 (2,2-diphenylvinyl)trifluoromethnesulfonate 
• 530-48-3 1,1-Diphenylethylene 
• 4206-67-1 iodo(trimethylsilyl)methane 

Relevant articles and documents

Cu(I)-Catalyzed Coupling Reaction between Phenylmagnesium Bromide and 3,3,3-Trifluoropropene

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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.

Regioselective Synthesis of Allyltrimethylsilanes from Allylic Halides and Allylic Sulfonates. Application to the Synthesis of 2,3-Bis(trimethylsilyl)alk-1-enes

The preparation of allyltrimethylsilanes by regioselective pathways is described.Treatment of (E)-1-chloro-2-alkenes with a reagent prepared from 1 equiv each of trimethylsilyllithium and copper(I) iodide in hexamethylphosphoramide to presumably form a (trimethylsilyl)copper reagent affords 3-(trimethylsilyl)-1-alkenes in good to excellent yields with a high regioselectivity.Treatment of these same 1-chloro-2-alkenes with (trimethylsilyl)lithium alone without added copper(I) iodide yields only (E)-1-(trimethylsilyl)-2-alkenes.A single allylic halide thus yields two regioisomeric allyltrimethylsilanes by proper choice of reaction conditions.The reaction of a variety of allylic sulfonates with (trimethylsilyl)copper has also been investigated.The mesylates of 2 deg and 3 deg allylic alcohols yield mixtures of isomeric allyltrimethylsilanes in which the 1-(trimethylsilyl)-2-alkenes predominate.With geraniol, the mesylate was prepared in situ and allowed to react with (trimethylsilyl)copper to afford two isomeric allyltrimethylsilanes in which the 3-(trimethylsilyl)-1-alkene predominates.Finally, these reactions have also been used to prepare a variety of 2,3-bis(trimethylsilyl)alk-1-enes, a class of unsaturated organosilanes which has received little attention in the literature.