17876-99-2

Usage

Uses

Used in Organic Synthesis:
(4-chlorobenzyl)(trimethyl)silane is used as a reagent in organic synthesis for its unique reactivity, which allows it to participate in a variety of chemical reactions.
Used as a Protective Group for Alcohols:
In the field of organic chemistry, (4-chlorobenzyl)(trimethyl)silane serves as a protective group for alcohols, safeguarding them from unwanted reactions during the synthesis process.
Used in Pharmaceutical Synthesis:
(4-chlorobenzyl)(trimethyl)silane is utilized as a precursor in the synthesis of pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Agrochemical Synthesis:
(4-chlorobenzyl)(trimethyl)silane is also employed in the synthesis of agrochemicals, playing a role in the production of chemicals used in agriculture to protect crops and enhance their growth.
Used as a Cross-Coupling Reagent:
(4-chlorobenzyl)(trimethyl)silane is used as a cross-coupling reagent, facilitating the formation of carbon-carbon bonds in organic synthesis, which is crucial for constructing complex molecular structures.
Used in the Production of Specialty Materials:
This versatile compound is also used in the production of specialty materials, where its unique properties can be harnessed to create materials with specific characteristics for various applications.

Upstream product

• 917-64-6 methyl magnesium iodide 
• 18141-38-3 (4-Chlorobenzyl)trichlorosilane 
• 75-77-4 chloro-trimethyl-silane 
• 874-72-6 4-chlorobenzylmagnesium chloride 
• 106-39-8 bromochlorobenzene 
• 76374-84-0 tetramethylammonium tetrakis(trimethylsilylmethyl)borate 
• 637-87-6 1-Chloro-4-iodobenzene 
• 132447-82-6 lithium tetrakis(trimethylsilylmethyl)borate 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 106-48-9 4-chloro-phenol 
• 29540-84-9 4-chlorophenyl trifluoromethanesulfonate 
• 82049-86-3 (trimethylsilyl)methylzinc chloride 
• 1822-00-0 trimethylsilylmethyllithium 

Downstream Products

• 2415-91-0 trimethyl-(4-trimethylsilanyl-benzyl)-silane 
• 17095-21-5 4-<(trimethylsilyl)methyl>benzoic acid 
• 1195-44-4 4-chlorobenzyl methyl ether 
• 116519-32-5 3-(4-chlorophenylmethyl)-1-cyanonaphthalene 
• 116519-31-4 1-(4-chlorophenylmethyl)-4-cyanonaphthalene 
• 33598-76-4 1-chloro-4-(ethoxymethyl)benzene 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 60-12-8 2-phenylethanol 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 3333-13-9 p-allyltoluene 
• 770-09-2 benzyltrimethylsilane 
• 1402153-10-9 (4-allylbenzyl)trimethylsilane 
• 698-87-3 3-phenyl-2-propanol 
• 108-88-3 toluene 

Relevant academic research and scientific papers

Murahashi Cross-Coupling at ?78 °C: A One-Pot Procedure for Sequential C?C/C?C, C?C/C?N, and C?C/C?S Cross-Coupling of Bromo-Chloro-Arenes

The coupling of organolithium reagents, including strongly hindered examples, at cryogenic temperatures (as low as ?78 °C) has been achieved with high-reactivity Pd-NHC catalysts. A temperature-dependent chemoselectivity trigger has been developed for the selective coupling of aryl bromides in the presence of chlorides. Building on this, a one-pot, sequential coupling strategy is presented for the rapid construction of advanced building blocks. Importantly, one-shot addition of alkyllithium compounds to Pd cross-coupling reactions has been achieved, eliminating the need for slow addition by syringe pump.

Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2) and C(sp3) Coupling of C?Br, C?OTf, and C?Cl Bonds Enabled by a Single Palladium(I) Dimer

Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in I dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds.

α,n-didehydrotoluenes by photoactivation of (chlorobenzyl) trimethylsilanes: An alternative to enyne-allenes cyclization

Doubly radical: A novel entry to ?,n-didehydrotoluene (DHT) diradicals is disclosed and proceeds through the photochemical activation of (chlorobenzyl)trimethylsilanes with chloride loss and elimination of the SiMe3+ group (see scheme). The products formed in solution are indicative of the intermediacy of the three isomers of the ?,n-DHT

AN ELECTROREDUCTIVE SYNTHESIS OF ALLYLSILANES AND BENZYLSILANES

The electrochemical reduction of benzyl and allyl halides carried out in the presence of chlorotrimethylsilane afforded the corresponding benzylsilanes and allylsilanes in satisfactory yields.