3121-77-5

Usage

Uses

Used in Adhesives, Coatings, and Sealants Industry:
(Chloromethyl)dimethylethylsilane is used as a silane coupling agent for improving the adhesion and chemical bonding of hydroxylor amine-containing materials in the production of adhesives, coatings, and sealants. Its ability to react with these materials results in enhanced performance and durability of the final products.
Used in the Synthesis of Organosilicon Compounds:
(Chloromethyl)dimethylethylsilane serves as a precursor in the synthesis of various organosilicon compounds, contributing to the development of new materials with unique properties and applications in different industries.
Used in Organic Synthesis:
As a reagent in organic synthesis, (Chloromethyl)dimethylethylsilane is utilized in the preparation of a range of organic compounds, expanding the scope of chemical reactions and products that can be achieved.
It is crucial to handle (Chloromethyl)dimethylethylsilane with care due to its highly flammable nature and potential for violent reactions with water or oxidizing agents, ensuring safety in its applications across various industries.

InChI:InChI=1/C5H13ClSi/c1-4-7(2,3)5-6/h4-5H2,1-3H3

Upstream product

• 10467-10-4 ethylmagnesium iodide 
• 1719-57-9 Chloro(chloromethyl)dimethylsilane 
• 925-90-6 ethylmagnesium bromide 
• 2386-64-3 ethylmagnesium chloride 
• 86392-92-9 (2-chloroethyl)(chloromethyl)dimethylsilane 

Downstream Products

• 2917-64-8 methyl acetate 
• 17477-29-1 dimethylpropylsilyl chloride 
• 2917-56-8 methanol 
• 167274-62-6 phosphoric acid ethyl-dimethyl-silanylmethyl ester diphenyl ester 
• 3124-43-4 Carbaminsaeure-ethyldimethylsilylmethylester 
• 73013-35-1 3-(ethyldimethylsilyl)propionic acid 

Relevant academic research and scientific papers

Synthesis and thermal stability of silicon-containing esters of phosphorus acids 5.* the relative migration ability of substituents at the silicon atom in the thermal rearrangement of trialkylsilylmethyl diphenyl phosphates

A number of trialkylsilylmethyl diphenyl phosphates MeRR'SiCH2OP(O)(OPh)2 (Ia-e: R = Et (a), Pr (b), CF3CH2CH2 (c, e), Me3SiCH2 (d); R' = Me (a-d), Et (e)) were synthesized and their thermal rearrangement, of the 1,2-shift type, was studied. The rearrangement consists of the migration of an alkyl group from Si atom to the methylene carbon atom and gives the corresponding silyl esters. The rate of the rearrangement was found to increase in the order 1d 3CH2CH2 3SiCH2, which differs substantially from the order in which the rate of the rearrangement of phosphates 1a-d changes. The electro-negativity of the migrating group affects noticeably the relative ability to migrate.

Process for the preparation of lactic acid silyl esters

Novel lactic acid silyl esters of the formula STR1 in which R represents alkyl or aryl, are obtained by a new process which comprises reacting a lactic acid of the formula STR2 with a chloromethylsilane of the formula STR3 in which R has the meaning indicated above, in the presence of a tertiary amine and, if appropriate, in the presence of an additional diluent, at temperatures between 50° and 120° C.

Reduction of Halosilanes by Organotin Hydrides

A study of the reduction of halosilanes with organotin hydrides is described.The free radical chain mechanism indicated by the results obtained parallels that known for the comparable reduction of haloalkanes, but the reactivity of α-haloalkanes is considerable enhanced.Mechanistic studies suggest that the polar nature of the halogen abstraction step in the radical chain sequence, which places incremental negative charge adjacent to silicon, is the principal reason for this enhanced reactivity.Structure-reactivity studies indicat the gem-dimethylsilyl function to be an electronic transmitter.The ρ values for reduction of aryldimethyl(chloromethyl)silanes and substituted benzyl chlorides by tri-n-butyltin hydride are essentially identical (+0.45).Reduction of (chloromethyl)trimethylsiulane with aryldimethyltin hydrides, conversely, yielded a ρ value of -1.61.The reduction produced racemic product from an optically active α-chlorosilane, the synthesis of which appears to the first reported.Other syntheses of variuos halosilanes of interest are also described.The title reduction is specific for carbon-halogen bonds.Silicon-halogen bonds are not affected, a distinction that should make the reduction synthetically useful.Because the increased reactivity of α-halosilanes in the reduction has thus been ascribed to a kinetic polar effect in a critical step of the mechanism, no compelling argument for special thermodynamic stability in α-silyl radicals themselves can be made.