135006-32-5

Basic information

• Product Name: (But-3-en-1-yloxy)(tert-butyl)diphenylsilane
• Synonyms: (But-3-en-1-yloxy)(tert-butyl)diphenylsilane
• CAS NO: 135006-32-5
• Molecular Formula: C₂₀H₂₆OSi
• Molecular Weight: 310.50534
• Mol File: 135006-32-5.mol
• Article Data: 34

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (But-3-en-1-yloxy)(tert-butyl)diphenylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (But-3-en-1-yloxy)(tert-butyl)diphenylsilane(135006-32-5)
• EPA Substance Registry System: (But-3-en-1-yloxy)(tert-butyl)diphenylsilane(135006-32-5)

Safety Data

• Hazardous Substances Data: 135006-32-5(Hazardous Substances Data)

Usage

General Description

The chemical compound "(But-3-en-1-yloxy)(tert-butyl)diphenylsilane" is an organosilicon compound with the molecular formula C22H29OSi. It features a silicon atom bonded to two phenyl groups and a tert-butyl group, as well as a but-3-en-1-yloxy group. (But-3-en-1-yloxy)(tert-butyl)diphenylsilane is commonly used in organic synthesis and as a building block for the preparation of functional materials. Its unique structure makes it ideal for use in the development of advanced polymers, pharmaceuticals, and other high-performance materials. Additionally, its reactivity and stability make it a valuable tool in chemical research and development.

Upstream product

• 627-27-0 homoalylic alcohol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 104173-03-7 (1S,2R,3aS,6aS,E)-5-(((R)-N-methyl-S-phenylsulfonimidoyl)methylene)-2-((tert-butyldimethylsilyl)oxy)-1-(((tert-butyldimethylsilyl)oxy)methyl)octahydropentalene 
• 4333-56-6 cyclopropyl bromide 
• 149365-02-6 4-[(tert-butyldiphenylsilyl)oxy]-1-iodobutane 
• 1386397-36-9 C₂₆H₃₂OSeSi 
• 1093435-76-7 C₂₆H₃₂O₃Si 
• 1093435-71-2 C₂₆H₃₂O₃Si 
• 88158-68-3 4-(tert-butyldiphenylsilyloxy)-1-butyne 
• 130372-07-5 4-(tret-butyldiphenylsilyloxy)butan-1-ol 

Downstream Products

• 112897-03-7 3-(tert-butyldiphenylsilyloxy)-1-propanal 
• 147220-48-2 (±)-1-((tert-butyldiphenylsilyl)oxy)but-3-ene oxide 
• 169387-99-9 (S)-2-methyl-4-(tert-butyldiphenylsilyloxy)butanol 
• 213740-15-9 (2R)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-2-methylbutan-1-ol 
• 75031-69-5 n-butoxy-tert-butyldiphenylsilane 
• 209251-28-5 (3S,4R)-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-5-en-3-ol 
• 1093435-80-3 (Z)-5-[(tert-butyldiphenylsilyloxy)propylidene]-5,6-dihydropyran-2-one 

Relevant articles and documents

Reductive decomplexation of biscobalthexacarbonyl acetylenes into olefins

The decomplexation of acetylene biscobalthexacarbonyl complexes can usually be achieved under oxidative condition. We had found other reductive conditions with endo-cyclic complexes, and recently other reductive conditions with both endo- and exo-cyclic complexes using either tributyltin hydride or triethylsilane. The original acetylene derivatives were transformed selectively either into the corresponding cis olefins or cis- vinylsilanes.

Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling

A cobalt-catalyzed cross-coupling between alkyl iodides and cyclopropyl, cyclobutyl, and alkenyl Grignard reagents is disclosed. The reaction allows the introduction of strained rings on a large panel of primary and secondary alkyl iodides. The catalytic system is simple and nonexpensive, and the reaction is general, chemoselective, and diastereoconvergent. The alkene resulting from the cross-coupling can be transformed to substituted cyclopropanes using a Simmons-Smith reaction. The formation of radical intermediates during the coupling is hypothesized.

Cross-Coupling Reaction of Alkenyl Sulfoximines and Alkenyl Aminosulfoxonium Salts with Organozincs by Dual Nickel Catalysis and Lewis Acid Promotion

In this article, the cross-coupling reaction (CCR) of exocyclic, axially chiral, and acyclic alkenyl (N-methyl)sulfoximines with alkyl- and arylzincs is described. The CCR generally requires dual Ni catalysis and MgBr2 promotion, which is effective in diethyl ether but not in THF. NMR spectroscopy revealed a complexation of alkenyl sulfoximines by MgBr2 in diethyl ether, which suggests an acceleration of the oxidative addition through nucleofugal activation. The CCR of alkenyl sulfoximines generally proceeds in the presence of Ni(dppp)Cl2 as a precatalyst and MgBr2 with alkyl- and arylzincs with a high degree of stereoretention at the C and the S atom. CCR of axially chiral alkenyl sulfoximines with Ni(PPh3)2Cl2 as a precatalyst and ZnPh2 does not require salt promotion and is stereoretentive. The reaction with Zn(CH2SiMe3)2, however, demands salt promotion and is not stereoretentive. CCR of axially chiral α-methylated alkenyl sulfoximines afforded persubstituted axially chiral alkenes with high selectivity. Alkenyl (N-triflyl)sulfoximines engage in a stereoretentive CCR with Grignard reagents and Ni(PPh3)2Cl2. Ni-Catalyzed and MgBr2-promoted CCR of E-configured acyclic alkenyl sulfoximines and aminosulfoxonium salts with ZnPh2 and Zn(CH2SiMe3)2 is stereoretentive with Ni(dppp)Cl2 and Ni(PPh3)2Cl2. CCRs of acyclic alkenyl sulfoximines and alkenyl aminosulfoxonium salts, carrying a methyl group at the α position, take a different course and give alkenyl sulfinamides under stereoretention at the S and C atom. CCR of acyclic, exocyclic, and axially chiral alkenyl sulfoximines has been successfully applied to the stereoselective synthesis of homoallylic alcohols, exocyclic alkenes, and axially chiral alkenes, respectively.