2097-18-9

Usage

Uses

Used in Organic Synthesis:
1-Vinylsilatrane is used as a synthetic building block for its ability to participate in a wide range of chemical reactions, making it a valuable component in the creation of complex organic molecules.
Used in Hydrofunctionalization of Alkenes:
1-Vinylsilatrane is employed as a reagent in the hydrofunctionalization of alkenes, a process that adds functional groups to alkenes, enhancing their reactivity and potential applications in various chemical industries.
Used in Preparation of Organosilanes:
1-Vinylsilatrane is used as a precursor in the preparation of organosilanes, which are compounds containing silicon and carbon atoms. These organosilanes have applications in materials science, pharmaceuticals, and as catalysts in chemical reactions.
Used in Cycloadditions:
1-Vinylsilatrane is utilized in cycloaddition reactions, which are processes that form cyclic compounds by the joining of two or more unsaturated molecules. This application is crucial in the synthesis of complex organic compounds and pharmaceuticals.
Due to its instability, 1-Vinylsilatrane is typically handled under controlled conditions, necessitating a thorough understanding of its properties for safe and effective usage in various chemical applications.

InChI:InChI=1/C8H15NO3Si/c1-2-13-9(3-6-10-13,4-7-11-13)5-8-12-13/h2H,1,3-8H2

Upstream product

• 2768-02-7 (vinyl)trimethoxylsilane 
• 102-71-6 triethanolamine 
• 42959-18-2 2,2-dimethyl-6-(2-hydroxyethyl)-1,3,6,2-dioxazasilocane 
• 118162-84-8 2-methyl-2-vinyl-6-(2-hydroxyethyl)-1,3,6,2-dioxazasilocane 
• 144967-54-4 2-methyl-2-phenyl-6-<2-(trimethylsiloxy)ethyl>-1,3,6,2-dioxazasilocane 
• 75-94-5 trichlorovinylsilane 
• 20836-42-4 2,2',2''-tris(trimethylsiloxy)triethylamine 
• 144967-57-7 2-Phenyl-6-(2-trimethylsilanyloxy-ethyl)-2-vinyl-[1,3,6,2]dioxazasilocane 
• 78-08-0 Triethoxyvinylsilane 
• 283-56-7 2,8,9-trioxa-5-aza-1-borabicyclo[3.3.3]undecane 

Downstream Products

• 70615-94-0 1-benzoylsulfanyl-2-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-yl)-ethane 
• 63366-68-7 1-[2-(furan-2-yl-dimethyl-silanyl)-ethyl]-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 63366-69-8 1-[2-(di-furan-2-yl-methyl-silanyl)-ethyl]-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 126383-31-1 C₁₅H₂₂Cl₂N₂O₅SSi 
• 126383-35-5 N,N-Bis-[2-chloro-2-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-yl)-ethyl]-4-methyl-benzenesulfonamide 
• 126383-29-7 N-Chloro-N-(2-silatranyl-2-chloroethyl)benzenesulfonamide 
• 126426-32-2 N,N-Bis(2-silatranyl-2-chloroethyl)benzenesulfonamide 
• 135587-17-6 1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-1-iodo-decyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 112330-85-5 1-(2-perfluoropropyl-1-iodoethyl)silatrane 
• 135587-12-1 1-(3,3,4,4,5,5,6,6-Octafluoro-1-iodo-hexyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 135587-13-2 1-(3,3,4,4,5,5,6,6,6-Nonafluoro-1-iodo-hexyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 135587-15-4 1-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-1-iodo-octyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 126383-30-0 C₁₄H₁₉Cl₃N₂O₅SSi 
• 126383-34-4 4-Chloro-N,N-bis-[2-chloro-2-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-yl)-ethyl]-benzenesulfonamide 

Relevant academic research and scientific papers

A novel route to pentacoordinated organylsilanes and -germanes

New convenient methods of sila- and germatranes synthesis from ethoxy- and tetraorganylsilanes and -germanes have been elaborated. The reaction of ethoxysilanes with boratrane in the presence of catalytic amounts of metal alcoholates has been investigated. Dimethylformamide (DMF) as a solvent and NaOEt as a catalyst used instead of xylene and Al(Oi-Pr)3 were found to give better yields. The possibility of using alkoxy-, aminosilanes, tetraethoxygermane and even tetraorganylsilanes in this reaction leading to the corresponding atranes with good yields has been demonstrated. Triethanolamine in the presence of catalytic amounts of base or CsF easily substitutes furyl-, dihydrofuryl-, dihydropyranyl- and thienyl groups in tris- and tetraheterylsilanes, leading to organylsilatranes with good to excellent yields.

MEDIUM-SIZED SILICON-CONTAINING RINGS. IV. SILOCANE-SILATRANE TRANSFORMATIONS

We have discovered an intramolecular condensation of trimethylsilyl ethers of silocines with a phenyl substituent on the silicon atom that leads to the corresponding silatranes.For the preparation of N-(hydroxyethy) derivatives of silocines we have, for the first time, used the cyclosilylation of triethanolamine with a bis(dialkylamino)silane.It was found that in the exothermic reaction of trialkoxyalkylsilanes with N-(hydroxyethyl) derivatives of silocines and their trimethylsilyl ethers the yield of silatranes is only slighthly dependent on the nature of the substituent both in the silocines and in the alkoxysilanes.

DIRECT TRANSFER OF ALIPHATIC AND AROMATIC SUBSTITUENTS FROM ORGANOSILATRANES TO MERCURY(II) SPECIES

The relative reaction rates of several silatranes (derivatives of 2,8,9-trioxa-5-aza-1-silatricyclo1,5>undecane) and HgCl2 in acetone-d6 to yield the corresponding organomercury compound are of the order of e.g., 5 * 10-1 1 mol-1 sec-1 or slightly less, a rate that is unexpectedly high compared to the essentially inert parent organotrialkoxysilanes.Thus, the apical Si-C bond of the silatrane is extraordinarily susceptible to direct electrophilic attack by mercury(II).The rates decrease in the order CH2=CH, C6H5, p-ClC6H4 > CH3 > CH3CH2, CH3CH2CH2 > C6H11, ClCH2, Cl2CH, CH3CH2O.The effects of varying the solvent and the counterions are noted, and the probable mechanism is discussed.