770-10-5

Usage

Uses

Used in Papermaking Industry:
Benzyltrichlorosilane is used as a treatment agent for papermaking fibers. Its application enhances the quality and durability of the paper by improving the fibers' strength and resistance to various environmental factors.
Used in Chemical Synthesis:
Benzyltrichlorosilane is used as a key component in the synthesis of silicon-containing organic compounds. Its unique chemical structure allows for the creation of a wide range of products with diverse applications in various industries, such as pharmaceuticals, materials science, and electronics.
Used in Coatings and Adhesives Industry:
As a silane compound, benzyltrichlorosilane can be used as a coupling agent to improve the adhesion and bonding properties of coatings and adhesives. This enhances the performance and durability of these materials in various applications, such as automotive, construction, and consumer goods.
Used in Electronics Industry:
Benzyltrichlorosilane can be utilized in the electronics industry for the development of silicon-based materials, which are essential components in the manufacturing of semiconductors, solar cells, and other electronic devices.

References

https://www.sigmaaldrich.com/catalog/product/aldrich/374490?lang=de®ion=DE? C. W. Macmullen, R. C. Shaver, R. L. Titus, Patent, US2646373A

InChI:InChI=1/C7H7Cl3Si/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 100-44-7 benzyl chloride 
• 6921-34-2 benzylmagnesium chloride 
• 1558-25-4 (chloromethyl)trichlorosilane 
• 71-43-2 benzene 
• 98-87-3 benzylidene dichloride 
• 98-88-4 benzoyl chloride 
• 7446-70-0 aluminium trichloride 
• 5283-66-9 octyltrichlorosilane 
• 928-65-4 hexyltrichlorosilane 
• 10026-04-7 tetrachlorosilane 
• 18171-02-3 (dichlorosilylmethyl)trichlorosilane 
• 10025-78-2 trichlorosilane 
• 90003-84-2 benzyl(chloromethyl)dichlorosilane 

Downstream Products

• 770-09-2 benzyltrimethylsilane 
• 18141-37-2 (be-α-Cl)SiCl3 
• 2549-99-7 benzyl triethoxysilane 
• 18782-68-8 1,1,3,3-tetraethoxy-1,3-dibenzyl-disiloxane 
• 18759-03-0 benzyl-tris-(3-phenyl-propyl)-silane 
• 17478-21-6 benzyl-triisothiocyanato-silane 
• 17478-20-5 benzyl-triisocyanato-silane 
• 18080-90-5 benzyldichlorophenylsilane 
• 18141-00-9 trichloro(α,α-dichlorobenzyl)silane 
• 18141-38-3 (4-Chlorobenzyl)trichlorosilane 
• 18141-32-7 (4-bromo-benzyl)-trichloro-silane 
• 1174-58-9 benzyl-tri-p-tolyl-silane 
• 3124-64-9 Benzyl-tert.-butoxy-silanol 
• 17872-99-0 benzyltriethoxysilane 

Relevant academic research and scientific papers

Potassium Alkylpentafluorosilicates, Primary Alkyl Radical Precursors in the C-1 Alkylation of Tetrahydroisoquinolines

In this study, we demonstrate that potassium alkylpentafluorosilicates (RSiF5K2) are efficient primary alkyl radical precursors for selective C(sp3)-C(sp3) bond-forming reactions. RSiF5K2 reagents are white, free-flowing solids and are moisture and air stable. This class of reagents enables the direct C-1 alkylation of tetrahydroisoquinolines under mild conditions via single-electron transfer. The broad substrate scope of both alkylpentafluorosilicates and tetrahydroisoquinolines is tolerated in this transformation. Both radical scavenger and EPR capture experiments show that the primary radical is generated by the oxidation of RSiF5K2. A mechanism involving alkyl radical addition to an iminium salt followed by reduction by an amine is proposed.

Copper-mediated transformation of organosilanes to nitriles with DMF and ammonium iodide

Cyanation of aryl-, diaryldimethyl-, and styrylsilanes was developed for the first time under copper-mediated oxidative conditions using ammonium iodide and DMF as the combined source of nitrogen and carbon atom of the introduced cyano unit, respectively. The reaction was observed to proceed in a two-step process: initial conversion of organosilanes to their iodo intermediates and then cyanation. This method has a broad substrate scope with high functional group tolerance.

PRODUCTION METHOD FOR LINEAR AND CYCLIC TRISILAALKANE

The present invention relates to a preparation method for a linear or cyclic trisilaalkane which is a substance useful in the preparation of polycarbosilane and silicon carbide precursors. Linear or cyclic trisilaalkane and organic trichlorosilane derivatives can be synthesized simultaneously and in high yield by reacting bis(chlorosily)methane having a Si—H bond, either alone or together with an organic chloride, using a quaternary organic phosphonium salt compound as a catalyst. Further, since the catalyst can be recovered after use, the present invention is very economical and is thus effective for mass-producing precursors for organic/inorganic hybrid substances.

Phosphine-Catalyzed Si-C Coupling of Bissilylmethanes: Preparation of Cyclic (Cl2SiCH2)2 and Linear Cl 2Si(CH2SiCl3)2 via Silylene and Silene Intermediates

Cyclic and linear carbosilanes, (Cl2SiCH2) 2 (2) and Cl2Si(CH2SiCl3) 2 (3), were produced from phosphine-catalized Si-C coupling reactions of bissilylmethanes, HCl2SiCH2SiX1X 2Cl (X1, X2 = Cl (1), X1 = H, X 2 = Cl (7), and X1 = Me, X2 = Cl (8)). The formation of compounds 2 and 3 suggested competing reaction pathways, involving dichlorosilene [CH2=SiCl2] and dichlorosilylene [:SiCl2] intermediates. Each intermediate was either proposed by the product isolation of the trimerized product (3) or confirmed by trapping experiments with 2,3-dimethylbutadiene and methylene chloride.

Processes for manufacturing organochlorosilanes and dipodal silanes and silanes made thereby

Processes are provided for producing organchlorosilanes and dipodal silanes in which an organic halide or alkene or chloralkene is reacted with a hydridochlorosilane in the presence of a quarternary phosphonium salt catalyst by providing sufficient heat to effect a dehydrohalogenative coupling reaction and/or a hydrosilylation reaction and venting the reaction to control reaction pressure and to remove gaseous byproducts from the reaction. The processes are preferably continuous using a catalyst in fluid form at reaction pressures not exceeding about 600 psi. The reactions may be carried out substantially isothermally and/or isobarically, for example in a plug flow reactor or continuous stirred tank reactor. The processes may produce novel silylated compounds including 1,2-bis(trichlorosilyl)decane or 1,2-bis(trimethoxysilyl)decane.

PROCESS FOR PREPARING ORGANOCHLOROSILANES BY DEHYDROHALOGENATIVE COUPLING REACTION OF ALKYL HALIDES WITH CHLOROSILANES

The present invention relates to a process for preparing organochlorosilanes and more particularly, to the process for preparing organochlorosilanes of formula I by a dehydrohalogenative coupling of hydrochlorosilanes of formula II with organic halides of formula III in the presence of quaternary phosphonium salt as a catalyst to provide better economical matter and yield compared with conventional methods, because only catalytic amount of phosphonium chloride is required and the catalyst can be separated from the reaction mixture and recycled easily, wherein R1 represents hydrogen, chloro, or methyl; X represents chloro or bromo; R2 is selected from the group consisting of C1-17 alkyl, C1-10 fluorinated alkyl with partial or full fluorination, C2-5 alkenyl, silyl containing alkyl group represented by (CH2)nSiMe3-mClm wherein n is an integer of 0 to 2 and m is an integer of 0 to 3, aromatic group represented by Ar(R′)q wherein Ar is C6-14 aromatic hydrocarbon, R′ is C1-4 alkyl, halogen, alkoxy, or vinyl, and q is an integer of 0 to 5, haloalkyl group represented by (CH2)pX wherein p is an integer of 1 to 9 and X is chloro or bromo, and aromatic hydrocarbon represented by ArCH2X wherein Ar is C6-14 aromatic hydrocarbons and X is a chloro or bromo; R3 is hydrogen, C1-6 alkyl, aromatic group represented by Ar(R′)q wherein Ar is C6-14 aromatic hydrocarbon, R′ is C1-4 alkyl, halogen, alkoxy, or vinyl, and q is an integer of 0 to 5; and R4 in formula I is the same as R2 in formula III and further, R4 can also be (CH2)pSiR1Cl2 or ArCH2SiR1Cl2, when R2 in formula III is (CH2)pX or ArCH2X, which is formed from the coupling reaction of X—(CH2)p+1—X or XCH2ArCH2X with the compounds of formula II; or when R2 and R3 are covalently bonded to each other to form a cyclic compounds of cyclopentyl or cyclohexyl group, R3 and R4 are also covalently bonded to each other in the same fashion.

Process for preparing organochlorosilanes by dehydrohalogenative coupling reaction of alkyl halides with chlorosilanes

The present invention relates to a process for preparing organochlorosilanes and more particularly, to the process for preparing organochlorosilanes of R4R3CHSiR1Cl2(I) by a dehydrohalogenative coupling of hydrochlorosilanes of HSiR1Cl2(II) with organic halides of R2R3CHX (III) in the presence of quaternary phosphonium salt as a catalyst to provide better economical matter and yield compared with conventional methods, because only a catalytic amount of phosphonium chloride is required and the catalyst can be separated from the reaction mixture and recycled easily.

Dehydrohalogenative coupling reaction of organic halides with silanes

The present invention relates to methods for making the compounds of formula I which is a dehydrohalogenative coupling of hydrochlorosilanes of formula II with organic halides of formula III in the presence of a Lewis base catalyst. R3CH2SiR1Cl2??(I) HSiR1Cl2??(II) R2CH2X??(III) In formulas I and II, R1represents a hydrogen, chloro, or methyl; in formula III, X represents a chloro or bromo; in formula III, R2can be selected from the group consisting of a C1-17alkyl, a C1-10fluorinated alkyl with partial or full fluorination, a C1-5alkenyl groups, a silyl group containing alkyls, (CH2)nSiMe3-mClmwherein n is 0 to 2 and m is 0 to 3, aromatic groups, Ar(R′)1wherein Ar is C6-14aromatic hydrocarbon, R′ is a C1-4alkyl, halogen, alkoxy, or vinyl, and q is 0 to 5, a haloalkyl group, (CH2)pX wherein p is 1 to 9 and X is a chloro or bromo; or an aromatic hydrocarbon, Ar CH2X wherein Ar is C6-14aromatic hydrocarbon and X is a chloro or bromo. in formula I, R3is the same as R2in formula III and further, R3can also be (CH2)pSiR1Cl2or ArCH2SiR1Cl2when R2in formula III is (CH2)pX or ArCH2X, because of the coupling reaction of X with the compound of formula II.

Effect of the substituents at the silicon of (ω-chloroalkyl)silanes on the alkylation to benzene

(ω-Chloroalkyl)silanes [Cl3-mMemSi(CH2)n-Cl: m=0-3, n=1-3] underwent Friedel-Crafts alkylation with benzene in the presence of aluminum chloride to give alkylated products. Such alkylation reactions took place at temperatures ranging from room temperature (m=0-1, n=2, 3; m=3, n=1) to 80 (m=1, 2; n=1) and 200°C (m=0; n=1), depending on the substituent(s) of the silicon and the alkylene-chain spacer between the silicon and C-Cl bond of (ω-chloroalkyl)silanes. In the alkylation to benzene, the reactivities of (ω-chloroalkyl)silanes increase as the number (m) of methyl-group(s) at the silicon and the alkylene length between the silicon and C-Cl bond increases. While decomposition of alkylation products was observed at two more methyl groups substituted at silicon in the cases of (chloromethyl)silanes such as (chloromethyl)dimethylchlorosilane and (chloromethyl)trimethylsilane. The reaction with (chloromethyl)trimethylsilane occurred at room temperature to give trimethylchlorosilane, toluene and xylene via a decomposition reaction of the products. No (trimethylsilylmethyl)benzene was formed. In the alkylation to benzene, the reactivity of (ω-chloroalkyl)silanes decreases in the following order: m=3>2>1>0; n=3>2?1. The results are consistent with the stability of the carbocation generated by the complexation of (ω-chloroalkyl)silanes with aluminum chloride.