1112-48-7

Basic information

• Product Name: TRIETHYLBROMOSILANE
• Synonyms: bromotriethyl-silan;TRIETHYLBROMOSILANE;BROMOTRIETHYL SILANE
• CAS NO: 1112-48-7
• Molecular Formula: C₆H₁₅BrSi
• Molecular Weight: 195.17
• EINECS: 214-191-5
• Mol File: 1112-48-7.mol

Chemical Properties

• Melting Point: -50°C
• Boiling Point: 66 °C24 mm Hg(lit.)
• Flash Point: 39°C
• Appearance: /liquid
• Density: 1.135 g/mL at 20 °C(lit.)
• Vapor Pressure: 3.32mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• CAS DataBase Reference: TRIETHYLBROMOSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIETHYLBROMOSILANE(1112-48-7)
• EPA Substance Registry System: TRIETHYLBROMOSILANE(1112-48-7)

Safety Data

• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-28-36/37/39-45
• RIDADR: UN 2920 8/PG 2
• WGK Germany: 3
• F: 10-21
• TSCA: Yes
• Hazardous Substances Data: 1112-48-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Triethylbromosilane is used as a reagent in organic synthesis for the production of organosilicon compounds. Its reactivity allows it to be a key component in creating a variety of silicon-containing organic molecules.
Used in Silicone Polymer Manufacturing:
In the manufacturing of silicone polymers, triethylbromosilane serves as a crosslinking agent. This role is crucial for enhancing the properties of the final polymer products, such as their elasticity and durability.
Used as a Source of Bromine:
Triethylbromosilane is also utilized as a source of bromine in chemical reactions. The bromine atom present in its structure can be selectively used in various chemical processes that require bromination.
Used in Chemical Research:
Due to its unique properties, triethylbromosilane is employed in chemical research for studying the behavior of organosilicon compounds and their interactions with other chemical entities.
Safety Considerations:
Given its hazardous nature and potential for releasing toxic fumes, triethylbromosilane must be handled and stored with extreme caution to prevent accidents and ensure the safety of those working with the compound.

InChI:InChI=1/C6H15BrSi/c1-4-8(7,5-2)6-3/h4-6H2,1-3H3

Upstream product

• 617-86-7 triethylsilane 
• 3395-91-3 Methyl 3-bromopropionate 
• 2117-17-1 triethylsilylamine 
• 17898-28-1 2-bromopropyl-triethylsilane 
• 994-49-0 hexaethyl disiloxane 
• 18547-75-6 hexa-Si-ethyl-Si,Si'-p-phenylene-bis-silane 
• 106-95-6 allyl bromide 
• 631-36-7 triethylsilane 
• 14846-56-1 bis-(triethyl silyl) tellane 
• 90-59-5 3,5-Dibromosalicylaldehyde 
• 5193-96-4 methyl methoxybromoacetate 
• 506-96-7 Acetyl bromide 
• 24669-77-0 triethylsilane radical 
• 76358-43-5 triethylsilyl phenylselenide 

Downstream Products

• 2157-42-8 hexaethoxydisiloxane 
• 17947-98-7 bis(triethylsilyl)acetylene 
• 1112-54-5 vinyltriethylsilane 
• 1777-03-3 2-triethylsilylacetylene 
• 358-43-0 triethylsilyl fluoride 
• 1633-09-6 hexaethyldisilane 
• 994-49-0 hexaethyl disiloxane 
• 18412-74-3 benzyltriethylsilane 
• 30718-29-7 p-Triaethylsilyl-S-(trimethylsilyl)benzolthiol 
• 30718-25-3 p-Trimethylsilyl-S-(triaethylsilyl)benzolthiol 
• 28976-32-1 triethyl(phenylthio)silane 
• 63135-79-5 Triethyl-phenylethynylsulfanyl-silane 
• 21001-85-4 Triethyl-2-brom-cyclohexyloxy-silan 
• 110398-04-4 2,3,4-tri-O-benzyl-6-O-triethylsilyl-α-D-glucopyranosyl bromidee 

Relevant articles and documents

Synthesis of bromohydrosilanes: Reactions of hydrosilanes with CuBr2 in the presence of CuI

Reactions of hydrosilanes, R4-nSiHn (R = alkyl or phenyl, n = 1-3), with 2 equiv of CuBr2 in the presence of a catalytic amount of CuI led to selective replacement of an H-Si bond with a Br-Si bond giving R3SiBr, R2SiHBr, or RSiH2Br, while treatment of R2SiH2 and RSiH3 with 4 equiv of the reagent produced R2SiBr2 and RSiHBr2, respectively. Similar reaction of HEt2SiSiEt2H afforded HEt2SiSiEt2Br.

Rh(iii)-Catalysed solvent-free hydrodehalogenation of alkyl halides by tertiary silanes

Efficient catalytic reduction of CDCl3 and other alkyl halides, including persistent organic pollutants, by different tertiary silanes using the unsaturated silyl-hydrido-Rh(iii) complex {Rh(H)[SiMe2(o-C6H4SMe)](PPh3)2}[BArF4] as a pre-catalyst is accomplished. The reactions are performed in a solvent-free manner. On account of experimental evidence, a simplified catalytic cycle is suggested for the hydrodehalogenation of CDCl3.

Deoxygenative reduction of carbon dioxide to methane, toluene, and diphenylmethane with [Et2Al]+ as catalyst

The strong Lewis acid [Et2Al]+ catalyzes the reduction of carbon dioxide with hydrosilanes under mild conditions to methane. In benzene solution, the side products toluene and diphenylmethane are also obtained through Lewis acid catalyzed benzene alkylation by reaction intermediates. Copyright

A new and efficient method for the synthesis of bromosilanes from hydrosilanes using Br3CCOOEt/PdCl2 as the catalyst

Bromosilanes were prepared conveniently and efficiently via the reaction of hydrosilanes and Br3CCOOEt in the presence of a catalytic amount of PdCl2 in refluxing THF over 15 min in high yields. The developed methodology was further applied for the one-pot synthesis of silyl ethers and silyl esters in excellent yields.

PdCl2 and NiCl2-catalyzed hydrogen-halogen exchange for the convenient preparation of bromo- and iodosilanes and germanes

Bromination and iodination of hydrosilanes and germanes were studied. Treatment of hydrosilanes with an excess of ethyl, propyl, or allyl bromide in the presence of a catalytic amount of PdCl2 or NiCl2 gave bromosilanes in good to high yield by hydrogen-halogen exchange. By using methyl, propyl, or allyl iodide as the iodine source, similar iodination of hydrosilanes was readily performed. Halogenation of hydrogermanes also proceeded by similar treatment.

Selective synthesis of halosilanes from hydrosilanes and utilization for organic synthesis

Selective synthesis of halosilanes has been examined. Various types of halosilanes and halohydrosilanes, such as R3SiX, R2SiHX, R2SiX2, RSiH2X, RSiHX2 (X=Cl, Br, F), were obtained by the reactions of the corresponding hydrosilanes with Cu(II)-based reagents selectively in high yields. This method could be also applied to the synthesis of chlorofluorosilanes and chlorohydrogermanes. On the other hand, iodo- and bromosilanes and germanes were obtained by Pd- or Ni-catalyzed hydride-halogen exchange reactions of hydrosilanes with alkyl or allyl halides. Their synthetic applications have been demonstrated by using iodo- and bromosilanes and chlorofluorosilanes.

Spin chemistry of organometallic compounds. 2. Interaction of N-bromohexamethyldisilazane with allyltriorganolsilanes

Two instances have been considered demonstrating the influence of organoelement substituent on the reactivity of radicals generated from R3MCH2CH=CH2 (M = Si or Sn) in photoinduced interaction with (Me3Si)2

Triorganomonohalogenosilane

A triorganomonohalogenosilane is prepared by reacting a triorganomonohydrosilane represented by the following general formula (I): with a halogenated allyl compound represented by the following general formula (II): STR1 in the presence of metal palladium, or a salt or complex of palladium to replace the hydrogen atom directly bonded to the silicon atom of the triorganomonohydrosilane with a halogen atom. In Formula ( I ), the substituents R1 's directly bonded to the silicon atom may be identical to or different from one another and each represents a monovalent organic group. In Formula (II), the substituents R2 's may likewise be identical to or different from one another and each represents a hydrogen atom or a monovalent alkyl group and X represents a chlorine atom, a bromine atom or an iodine atom.

Ligand Exchange Reactions between Haloboranes and Alkylsilanes

In a ligand exchange reaction between BHal3 (Hal = Cl, Br) and the tetraalkylsilanes Et4Si, (Me3Si)2CH2 or Ph2CHSiMe3 the alkylhaloboranes EtBBr2 or MeBHal2 and the alkylhalosilanes Et3SiBr, HalMe2Si-CH2-SiMe3, (HalMe2Si)2CH2, and Ph2CHSiMe2Br, respectively, are formed.Similarly, the methyloligosilanes (Me3Si)2 (1) and (Me3Si)2SiMe2 (2) react with BHal3 (Hal = Cl, Br, I) via methyl-halogen-transfer to give HalMe2Si-SiMe3 (Hal = Cl, Br, I), (HalMe2Si)2 (Hal = Br, I), HalMe2Si-SiMe2-SiMe3, (Me3Si)2SiMeHal, HalMe2Si-SiMeHal-SiMe3, (HalMe2Si)SiMe2 (Hal = Cl, Br) or (BrMe2Si)2SiMeBr besides MeBHal2 (Hal = Cl, Br, I) and Me2BI, respectively.

The reaction of isosteric isobutyl(isopropoxy)silanes iBun(iPrO)3-nSiH (n = 0-3) with allyl bromide in the presence of platinum compounds

The isosteric silanes iBun(iPrO)3-nSiH react with allyl bromide to yield the corresponding bromides iBun(iPrO)3-nSiBr.The reactivities of the silanes fall in the sequence: iBu(iPrO)2SiH iBu2(iPrO)SiH > (iPrO)3SiH > iBu3SiH which can be accounted for in terms of the anomeric effects at the silicon atom.