29955-12-2

Usage

Uses

Used in Organic Synthesis:
Bis(trimethylsilyl)bromomethane is used as a brominating agent for the synthesis of various organic compounds. Its ability to transfer bromine atoms makes it a valuable tool in creating a wide range of organic molecules.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, Bis(trimethylsilyl)bromomethane is utilized as a reagent in the synthesis of drugs. Its brominating properties aid in the development of new medications and the modification of existing ones to enhance their efficacy and safety.
Used in Agrochemical Synthesis:
Bis(trimethylsilyl)bromomethane also finds application in the agrochemical sector, where it is employed as a reagent for the synthesis of pesticides and other agricultural chemicals. This helps in the development of more effective and targeted pest control solutions.
Used in Heterocyclic Compound Preparation:
BIS(TRIMETHYLSILYL)BROMOMETHANE is used in the preparation of heterocyclic compounds, which are an important class of organic compounds with at least one ring consisting of two or more different types of atoms. Heterocyclic compounds are found in many natural products and have a wide range of applications, including pharmaceuticals and materials science.
Safety Precautions:
Due to its reactive nature, Bis(trimethylsilyl)bromomethane should be handled with care. It is toxic and corrosive to skin and eyes, necessitating the use of personal protective equipment and proper ventilation when working with this substance.

InChI:InChI=1/C7H19BrSi2/c1-9(2,3)7(8)10(4,5)6/h7H,1-6H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 18142-75-1 trimethyl-tribromomethyl-silane 
• 2612-42-2 (dibromomethyl)trimethylsilane 
• 29955-10-0 dibromobis(trimethylsilyl)methane 
• 75-25-2 Bromoform 

Downstream Products

• 1644191-48-9 4-(bis(trimethylsilyl)methyl)-3-(4-chlorophenyl)isobenzofuran-1(3H)-one 
• 1644191-37-6 tert-butyl 5-(bis(trimethylsilyl)methyl)-2-(2-(ethoxycarbonyl)allyl)benzoate 
• 1644191-38-7 ((4-(benzo[d][1,3]dioxol-5-yl)-3-fluorophenyl)methylene)bis(trimethylsilane) 
• 1644191-39-8 ((3-fluoro-4-(thiophen-2-yl)phenyl)methylene)bis(trimethylsilane) 
• 1644191-40-1 ethyl 2-(4-(bis(trimethylsilyl)methyl)-2-(trifluoromethyl)benzyl)acrylate 
• 1644191-41-2 ((4-((3,4-dichlorophenyl)thio)-3-(trifluoromethyl)phenyl)methylene)bis(trimethylsilane) 
• 1644191-42-3 1-(4-(bis(trimethylsilyl)methyl)-2-(trifluoromethyl)phenyl)-N,N-dimethylmethanamine 
• 1644191-30-9 tert-butyl 3-(bis(trimethylsilyl)methyl)benzoate 
• 26120-46-7 ((3-fluorophenyl)methylene)bis(trimethylsilane) 
• 1644191-23-0 ((3-(trifluoromethyl)phenyl)methylene)bis(trimethylsilane) 
• 1644191-24-1 ethyl 3-(bis(trimethylsilyl)methyl)benzoate 
• 1644191-25-2 ((3-methoxyphenyl)methylene)bis(trimethylsilane) 
• 1644191-26-3 3-(bis(trimethylsilyl)methyl)-N,N-dimethylaniline 
• 1644191-27-4 methyl 4-(bis(trimethylsilyl)methyl)benzoate 

Relevant academic research and scientific papers

UNSATURATED SILICON COMPOUNDS. VII. PREPARATION AND STRUCTURE OF A SILAETHENE TETRAHYDROFURANATE

The compound tBu2SiF-CLi(SiMe3)2*4THF, accessible by a multistep synthesis, decomposes in diethyl ether at room temperature to give initially Me2SiF-CLi(SiMe3)(SiMetBu2)*nTHF, and finally a colourless crystalline tetrahydrofuran adduct of the silaethene Me2Si=C(SiMe3)(SiMetBu2).The adduct may be sublimed (with partial decomposition, the gas phase containing both discrete silaethene and THF).The crystals are orthorhombic, space group P212121 with lattice constants a 10.000(5), b 15.386(8), c 15.509(8) Angstroem, V 2386.23 Angstroem3 and dcalcd 1.038 g/cm3 for Z = 4 (T = -45 deg C).Full-matrix least-squares refinements of 208 parameters based on 1991 observed reflections (Fo 4.0 ?(Fo)) converged at R = 0.052.The THF molecule is clearly coordinated to the Si atom, which thereby adopts a distorted tetrahedral geometry.The trigonal planar sp2 geometry expected for both the Si and C atoms ofthe silaethene molecule is retained only for the latter.However, the bond distance between these atoms (1.747(5) Angstroem) is the shortest Si-C bond ever observed.The dative Si-O bond from the THF molecule, with a length of 1.878(4) Angstroem, is significantly longer than ordinary SiO bonds involving two- or three-coordinated oxygen.The implications of the structural parameters for the description of the bonding are discussed, and it is concluded that the adduct may be regarded as a zwitterion the formal charges of which are being located at the oxygen and the sp2 carbon atoms, respectively.Strong support for this concept is provided by a comparison with relevant structural data for silaethenes and phosphorus ylids.

Synthesis and deprotonation of (phenylselenolatodimethylsilyl) bis(trimethylsilyl) methane: The crystal structure of (Me3Si) 2(Me2SiBr)CH

The moisture-sensitive compound [{bromodimethylsilyl}bis(trimethylsilyl) methane], [(Me3Si)2(Me2SiBr)CH] 1 has been synthesized by the bromination of the hydride [(Me3Si) 2(Me2SiH)CH] in CC

On the Way to a Stable Silaethene Si=C : Sterically Overloaded Trisilylmethanes tBu2SiX-CY(SiMe3)2 (X, Y = H, Hal, Li)

Sterically overloaded trisilylmethanes tBu2SiX-CY(SiMe3)2 (X = H, Me, F, Br; Y = H, Br, Li) (3-12) are accessible via tBu2SiH-CH(SiMe3)2 (7) (from tBu2SiHF and LiCH-(SiMe3)2).The compounds are characterized by hindered rotation about the Si-C single bond shown.On gentle heating, tBu2SiF-CLi(SiMe3)2 (10) rearranges into the compound Me2SiF-CLi(SiMe3)(SiMetBu2) (14), which in turn decomposes at 100 deg C into LiF and the silaethene Me2Si=C(SiMe3)(SiMetBu2) (16).The latter, in the absence of a reactant, furnishes a mixture of secondary products and, in the presence of 1,3-butadiene, reacts to yield the Diels-Alder adduct 19.