17891-65-5

Usage

Uses

Used in Organic Synthesis:
2,3-Bis(trimethylsilyl)-1-propene is used as a reagent for its ability to participate in various chemical reactions, including cross-coupling reactions and olefin metathesis. Its role in these reactions is crucial for the development of new synthetic pathways in organic chemistry.
Used in the Production of Silicon-Containing Materials:
BTMSPE is utilized as a precursor in the synthesis of materials that incorporate silicon, capitalizing on its reactivity and the protective nature of the trimethylsilyl groups to yield desired silicon-containing products.
Used in Research and Development of New Synthetic Pathways:
2,3-BIS(TRIMETHYLSILYL)-1-PROPENE is employed as a key building block in research aimed at discovering and optimizing new routes for organic synthesis, taking advantage of its stability and reactivity.
Used in Protection of Reactive Functional Groups:
In chemical processes where protection of certain functional groups is necessary to prevent unwanted side reactions, 2,3-Bis(trimethylsilyl)-1-propene serves as a protective agent, allowing for selective transformations and controlled manipulation of the molecule’s reactivity.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, BTMSPE may be used in the synthesis of complex organic molecules, including potential drug candidates, leveraging its synthetic versatility and protective properties to facilitate the creation of novel therapeutic agents.
Used in Material Science:
For the development of advanced materials with specific properties, such as those incorporating silicon for enhanced performance, BTMSPE is used as a component in their synthesis, contributing to the creation of materials with tailored characteristics for various applications.

Upstream product

• 56699-68-4 1,1-Bis(trimethylsilyl)cyclopropan 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 463-49-0 1,2-propanediene 
• 119649-70-6 1-[2-(tributylstannyl)allyl]phenoxide 
• 17955-46-3 trimethylsilyltributyltin 
• 75-77-4 chloro-trimethyl-silane 
• 81790-10-5 (2-bromoallyl)trimethylsilane 
• 18083-57-3 2,3-bis-trichlorosilanyl-propene 

Downstream Products

• 125315-77-7 2-(1-Phenyl-3-trimethylsilanyl-but-3-enyl)-malonic acid dimethyl ester 
• 125315-78-8 3-Phenyl-5-trimethylsilanyl-hex-5-enoic acid methyl ester 
• 94225-18-0 1-Phenyl-3-trimethylsilanyl-but-3-en-1-one 
• 125315-71-1 (E)-1-Phenyl-5-trimethylsilanyl-hexa-1,5-dien-3-ol 
• 94225-11-3 1-phenyl-3-(trimethylsilyl)-3-buten-1-ol 

Relevant academic research and scientific papers

GROUP VIII METAL PHOSPHINE COMPLEXES-CATALYZED ADDITION OF DISILANES TO ALLENIC COMPOUNDS. FORMATION OF NEW ORGANOSILICON COMPOUNDS CONTAINING BOTH VINYLSILANE AND ALLYLSILANE UNITS

Addition of chloromethyl- and methoxymethyldisilanes, X3-mMeMSiSiMenX3-n (X = Cl and OMe; m, n=0-2), as well as hexamethyldisilane, to allene and 1,2-butadiene in the presence of Pd(PPd3)4 catalyst gave regioselectively new functionalized organosilicon compounds, 2,3-bis(organosilyl)prop-1-enes and 2,3-bis(organosilyl)but-1-enes, respectively.Other Group VIII metal-phosphine complexes also affected the reaction, but results were found to be less satisfactory.Also, the reaction of an unsymmetrical disilane with an allenic compound gave only a single product; e.g., the addition of chloropentamethyldisilane to 1,2-butadiene in the presence of Pd(PPh3)4 gave CH2=C(SiMe3)CH(SiMe2Cl)Me in 93percent yield.

Synthesis of β-trimethylsilyl-β,γ-unsaturated ketones via Lewis acid promoted reactions of 2,3-bis(trimethylsilyl) propene with acid chlorides

Reactions of 2,3-bis(trimethylsilyl)propene with acid chlorides in the presence of aluminum chloride give β-trimethylsilyl-β,γ-unsaturated ketones in high yields.

Double Silylation of Allene and Buta-1,2-diene: Formation of New Organosilicon Compounds containing both Vinylsilane and Allylsilane Units

Addition of chloromethyl- and methoxymethyldisilanes, as well as hexamethyldisilane, to allene and buta-1,2-diene in the presence of a Pd(PPh3)4 catalyst gave, regioselectively, new functionalized organosilicon compounds, 2,3-bis(organosilyl)prop-1-enes and 2,3-bis(organosilyl)but-1-enes, respectively.

Insights into the reaction behaviour of stannylated allylic substrates

Stannylated allylic substrates are versatile building blocks for organic synthesis. Pd0-catalysed coupling reactions of 2-stannylated allylic carbonates, acetates and phenoxides with amines, malonates, phenoxides, imides and distannanes provide

Distannylations and silastannylations of in situ generated allenes

(Chemical Equation Presented) Propargylic ethers and acetates can be converted into distannylated alkenes in the presence of Bu3SnH and a Pd catalyst. The reaction proceeds via a stannylated allyl alcohol derivative, which undergoes elimination and subsequent dimetalation. If a molybdenum catalyst is used in the hydrostannylation step, and the stannylated intermediates can be reacted with other dimetallic compounds.