17095-20-4

Usage

Uses

Used in Organic Synthesis:
(4-BROMOBENZYL)TRIMETHYLSILANE is used as a reagent for various chemical reactions, such as nucleophilic substitution and cross-coupling reactions, due to its reactive bromobenzene ring and trimethylsilyl group.
Used as a Protecting Group for Alcohols:
In organic synthesis, (4-BROMOBENZYL)TRIMETHYLSILANE is used as a protecting group for alcohols, preventing unwanted reactions from occurring at the hydroxyl group while allowing other transformations to take place.
Used in the Synthesis of Organic Compounds:
(4-BROMOBENZYL)TRIMETHYLSILANE serves as a precursor for the synthesis of various organic compounds, contributing to the formation of new molecules with potential applications in pharmaceuticals, agrochemicals, and other industries.
Used in Materials Science:
In the field of materials science, (4-BROMOBENZYL)TRIMETHYLSILANE is used in the preparation of silicon-containing polymers and functional materials, leveraging its organosilicon nature to create materials with unique properties and potential applications in various industries.

InChI:InChI=1/C10H15BrSi/c1-12(2,3)8-9-4-6-10(11)7-5-9/h4-7H,8H2,1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 92206-72-9 4-bromobenzylmagnesium bromide 
• 770-09-2 benzyltrimethylsilane 
• 108-88-3 toluene 

Downstream Products

• 109088-53-1 p-<(trimethylsilyl)methyl>benzaldehyde 
• 59163-55-2 4-methylsulfidebenzyltrimethylsilane 
• 24532-55-6 1-(trimethylsilyl)ethynyl-4-[(trimethylsilyl)methyl]benzene 
• 18001-37-1 p-<(trimethylsilyl)methyl>benzyl chloride 
• 145866-31-5 [4-(1,4-Dicyano-1,2-dihydro-naphthalen-1-ylmethyl)-phenyl]-acetic acid 
• 67205-74-7 2-(4-bromophenyl)-1-(4-methoxyphenyl)ethan-1-ol 
• 1445712-97-9 (E)-1-(4-bromophenyl)-4-phenylbut-3-en-2-ol 
• 1178285-31-8 1-(4-bromophenyl)-4-phenylbutan-2-ol 
• 76284-87-2 2-(4-bromobenzyl)benzo[d]oxazole 
• 1179121-88-0 1-(4-bromophenyl)-3,3-dimethylbutan-2-ol 
• 1612231-49-8 N-(2-(4-bromophenyl)-1-phenylethyl)-4-methoxyaniline 
• 109088-55-3 p-<(trimethylsilyl)methyl>benzaldehyde <(triisopropylphenyl)sulfonyl>hydrazone 
• 109088-66-6 2-Isopropylidene-1-(4-trimethylsilanylmethyl-phenyl)-cyclopropanecarboxylic acid ethyl ester 
• 109088-65-5 2,2-Dimethyl-3-methylene-1-(4-trimethylsilanylmethyl-phenyl)-cyclopropanecarboxylic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis and application of benzyl-TMS derivatives as bench stable benzyl anion equivalents

The regioselective benzylic metalation of toluenes using BuLi/KO tBu/TMP(H) (LiNK metalation conditions) and subsequent transmetalation to Si by reaction with TMSCl provides a general one-pot procedure for the synthesis of substituted benzyltrimethylsilanes. ArCH 2Si(Me)3 derivatives are bench stable reagents yet can serve as benzyl anion equivalents under mild reaction conditions. Following activation with fluoride they can successfully participate in a wide range of additions to both non-enolizable and enolizable carbonyls. In addition, their use in the synthesis of isochromanones and trifluoromethylated amines is illustrated. The broad synthetic scope and mild practical conditions of use for ArCH2Si(Me)3 reagents demonstrate their general potential as benzyl anion equivalents.

Methylbenzene Cation Radical α-Fragmentation Selectivities Revealed in SET-Photoadditions of p-Xylene Derivatives to 1,4-Dicyanonaphthalene

SET-promoted photoreactions of selected p-xylene derivatives, including p-xylene (3a), p-phenylenediacetic acid (3b), p-bisbenzene (3c), p-toluene (3d), p-tolylacetic acid (3e), and p-(trimethylsilyl)methyl

Benzylic Grignard Reagents: Application of (thf = tetrahydrofuran) in Regioselective Grignard Formation and C-O Cleavage in Benzyl Ethers

Benzylic Grignard reagents (2)-(4), bearing ortho- and para-halogeno ring substituents, are readily accessible by treating the corresponding benzylic halide with (1) in tetrahydrofuran (thf); o- and p-chloromethyl(methoxymethyl)benzenes with (1) rapidly yield 'di-Grignards' whereas the meta-isomer only affords a mono-Grignard' (5), and bis(methoxymethyl)benzenes slowly undergo C-O cleavage, (6).

Substitution electrophile originale (en position benzylique), avec le benzyltrimethylsilane

Benzyltrimethylsilane reacts with iodine monobromide, bromine in the presence of iodine as catalyst, or bromine under electrophilic substitution either on the aromatic ring or at the benzylic position.The for the first time observed direct benzylic substi