866363-95-3

Basic information

• Product Name: Benzoic acid, 4-[(1E)-2-(triethylsilyl)ethenyl]-, methyl ester
• CAS NO: 866363-95-3
• Molecular Formula: C16H24O2Si
• Molecular Weight: 276.451
• Mol File: 866363-95-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-[(1E)-2-(triethylsilyl)ethenyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-[(1E)-2-(triethylsilyl)ethenyl]-, methyl ester(866363-95-3)
• EPA Substance Registry System: Benzoic acid, 4-[(1E)-2-(triethylsilyl)ethenyl]-, methyl ester(866363-95-3)

Safety Data

• Hazardous Substances Data: 866363-95-3(Hazardous Substances Data)

Upstream product

• 617-86-7 triethylsilane 
• 1076-96-6 methyl 4-vinylbenzoate 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 1112-54-5 vinyltriethylsilane 
• 1129-35-7 4-cyanobenzoic acid methyl ester 
• 3034-86-4 4-ethynylbenzoic acid methyl ester 
• 619-42-1 4-methoxycarbonylphenyl bromide 

Relevant articles and documents

Regiochemical aspects of the platinum oxide catalyzed hydrosilylation of alkynes

The platinum-catalyzed hydrosilylation of unsymmetrical substituted arylalkynes with various hydrosilanes was investigated and the reaction selectivity of various para-substituted substrates was compared with that of their corresponding orthosubstituted derivatives. We showed that heterogeneous platinum oxide is a very efficient catalyst for such hydrosilylations and that H-Si bond addition proceeds in a stereoselective cis-fashion. The regioselectivity was found to be under the control of the ortho-substituent rather than due to the nature of the platinum catalyst. Arylalkynes with an ortho-substituent provided predominantly to exclusively α-selectivity, regardless of the electronic nature of the substituent. The precise contributions of steric, electronic, and coordinative factors controlling the regioselectivity of the H-Si bond addition are discussed. Georg Thieme Verlag Stuttgart.

A recyclable and reusable K2PtCl4/Xphos-SO3Na/PEG-400/H2O system for highly regio- and stereoselective hydrosilylation of terminal alkynes

K2PtCl4/Xphos-SO3Na in a mixture of poly(ethylene glycol) (PEG-400) and water is shown to be a highly regio- and stereoselective catalyst for the hydrosilylation of terminal alkynes with hydrosilanes. The reaction could be conducted under mild conditions, yielding a variety of functionalized β-(E)-vinylsilanes in good to excellent yields with a total β-(E)-selectivity. The isolation of the products is readily performed by extraction with cyclohexane and more importantly, both expensive K2PtCl4 and Xphos-SO3Na in a PEG-400/H2O system could be easily recycled and reused at least eight times without any loss of catalytic activity.

Platinum chloride/Xphos-catalyzed regioselective hydrosilylation of functionalized terminal arylalkynes

Totally regioselective hydrosilylation of functionalized terminal arylalkynes was achieved using PtCl2 associated with the air-stable and bulky Xphos ligand with various silanes. Regardless of the electronic nature of the substituents on the ar