5926-26-1

Basic information

• Product Name: Chloromethyltrimethoxysilane
• Synonyms: (trimethoxychloromethyl)silane;chloromethyl-trimethoxy-silan;CHLOROMETHYLTRIMETHOXYSILANE;ND-40;(Trimethoxysilyl)chloromethane;Silane,(chloromethyl)trimethoxy-
• CAS NO: 5926-26-1
• Molecular Formula: C₄H₁₁ClO₃Si
• Molecular Weight: 170.67
• Product Categories: Alkoxy Silanes;Alpha Silanes;Self Assembly&Contact Printing;Self-Assembly Materials;Silanes
• Mol File: 5926-26-1.mol

Chemical Properties

• Boiling Point: 151 °C(lit.)
• Flash Point: 26 °F
• Appearance: /
• Density: 1.132 g/mL at 25 °C(lit.)
• Vapor Pressure: 11mmHg at 25°C
• Refractive Index: 1.407 [25°C]
• CAS DataBase Reference: Chloromethyltrimethoxysilane(CAS DataBase Reference)
• NIST Chemistry Reference: Chloromethyltrimethoxysilane(5926-26-1)
• EPA Substance Registry System: Chloromethyltrimethoxysilane(5926-26-1)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-29-33
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• RTECS: VV2625000
• TSCA: No
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 5926-26-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Chloromethyltrimethoxysilane is used as a chemical intermediate for the synthesis of 1-methyl-1H-benzimidazole (MBI)-modified nanoparticles. This application takes advantage of CMTMS's reactivity and ability to form stable bonds with other molecules, leading to the creation of nanoparticles with specific properties.
Used in Material Science:
In the field of material science, Chloromethyltrimethoxysilane is used as a precursor for the preparation of mesoporous monolithic silica gels. These gels have unique properties, such as high surface area and tunable pore size, which make them suitable for various applications, including catalysis, drug delivery, and gas separation.
Used in Surface Coating Industry:
Chloromethyltrimethoxysilane is used as a silane-based precursor material for the preparation of surface enhancement coatings. The hydrophobic nature and improved mechanical properties of CMTMS contribute to the development of coatings with enhanced durability, adhesion, and resistance to environmental factors.
Used in Silane-Based Products:
CMTMS is also utilized in the production of other silane-based products, leveraging its unique properties to create materials with specific characteristics for various industrial applications.

InChI:InChI=1/C4H11ClO3Si/c1-6-9(4-5,7-2)8-3/h4H2,1-3H3

Upstream product

• 1558-25-4 (chloromethyl)trichlorosilane 
• 124-41-4 sodium methylate 
• 149-73-5 trimethyl orthoformate 
• 67-56-1 methanol 
• 18170-89-3 chloromethyl silyl dichloride 
• 1445-45-0 Trimethyl orthoacetate 

Downstream Products

• 23432-64-6 Trimethoxy-methoxycarbonylaminomethyl-silan 
• 27247-90-1 N-[2-(2-methoxy-4-phenyl-[1,4,2]oxazasilinan-2-yloxy)-ethyl]-aniline 
• 27247-89-8 2,2-dimethoxy-4-phenyl-[1,4,2]oxazasilinane 
• 70615-95-1 trimethoxy-p-tolylsulfanylmethyl-silane 
• 30817-94-8 trimethoxy(sulfanylmethyl)silane 
• 60764-84-3 bis(trimethoxysilylmethyl) sulfide 
• 111079-89-1 phenyl (trimethoxysilyl)methyl selenide 
• 121-43-7 Trimethyl borate 
• 41919-30-6 3-(chloromethyl)-1,1,1,5,5,5-hexamethyl-3-[(trimethylsilyl)oxy]trisiloxane 
• 53696-80-3 benzylsulfanylmethyl-trimethoxy-silane 
• 35501-22-5 C₁₂H₂₉NO₃Si 
• 1360471-28-8 (chloromethyl)(ethyl)diphenylsilane 
• 681-84-5 tetramethylorthosilicate 
• 71408-48-5 N-[(trimethoxysilyl)methyl]amine 

Relevant articles and documents

(Iodomethyl)fluorosilanes: Synthesis and Reactions

The methods of synthesis of bifunctional (iodomethyl)fluorosilanes of general formula ICH2SiMenF3–n (n = 0, 2) have been elaborated; the structure was proved by 1H, 13C, 29Si NMR spectroscopy. The reaction of (iodomethyl)dimethylfluorosilane with O-trimethylsilyl derivative of N,N'-dimethylhydrazide of trifluoroacetic acid gives rise to the formation of 2,2,4,4-tetramethyl-6-(trifluoromethyl)-3,4-dihydro-2Н-1,4,5,2-oxadiasilin-4-ium iodide with tetracoordinate silicone atom.

Trialkoxysilanes connected with thioether bond on alpha-carbon and containing different functional groups based on sulfydryl-ene click reaction, and preparation

The invention relates to a preparation method of trialkoxysilanes connected with a thioether bond on alpha-carbon and containing different functional groups. The method comprises the steps of reactingchloromethyltrichlorosilane and sodium alkoxide so as to prepare chloromethyltriethoxysilane, then reacting chloromethyltriethoxysilane and thiourea under the action of a catalyst so as to prepare alpha-sulfydrylmethyltriethoxysilane; through performing photo-initiation sulfydryl-ene click reaction, connecting alpha-sulfydrylmethyltriethoxysilane and a double-bond compound, and thus obtaining trialkoxysilanes connected with the thioether bond on the alpha-carbon and containing the different functional groups. According to the method, one of the raw materials is the industrial byproduct chloromethyltrichlorosilane, and the efficient utilization way is opened for chloromethyltrichlorosilane, so that environment protection and energy conversation are realized, the dosage of a toxic catalystis reduced, and the idea of green environment protection is met. According to the preparation method provided by the invention, the raw materials and reaction reagents are easy to get, the product iseasy to separate and purify, and the atom economy is met; the preparation process is simple, the reaction condition is mild, the cost is low, and the preparation method is suitable for large-scale industrial production and application.

Dendrimers with 1, 3, 5-Trisilacyclohexane as Core Unit

1, 1, 3, 3, 5, 5-Hexavinyl-1, 3, 5-trisilacylohexane [Si(CH=CH2)2CH2]3 was synthesized and hydrosilylated with trichlorosilane to afford the first generation of a dendrimer. Conversion of this molecule with 18 Si-Cl functions on its surface with an excess of vinylmagnesium bromide yielded the 18-fold vinylated dendrimer. The new compounds were identified by elemental analyses, multi-nuclear NMR spectroscopy, and mass spectrometry. Crystal structures were obtained for [Si(CH=CH2)2CH2]3 and [Si(CH2-CH2SiCl3)2CH2]3.

Synthesis and properties of functionalized alkylalkoxysilanes

A method of chloroalkylalkoxysilanes synthesis scalable to pilot production has been proposed. Morpholinotrialkoxysilanes have been prepared and studied as vulcanizing agents for low-molecular silicone rubbers. The reaction of N-morpholinomethyltrialkoxysilanes with triethanolamine has afforded N-[(silatranyl)-methyl]morpholine; it has been studied by X-ray analysis.

METHOD FOR PRODUCING ALKOXY HYDROSILANE

Provided is a method for producing an alkoxyhydrosilane, comprising: a reaction (reaction 1) of a halohydrosilane compound (B) represented by H-SiR2c(CR13-bYb)aX3-a-c wherein R1 is a hydrogen atom or C1-20 hydrocarbon group; R2 is a C1-20 hydrocarbon group; X is a halogen atom; Y is a hetero substituent; a is 1 or 2, b is 1, 2 or 3, and c is 1 or 0, provided that a+c is not more than 2, with an alcohol (C) in an amount of 0.50-0.99 molar equivalents relative to Xs of the halohydrosilane compound (B); followed by a reaction (reaction 2) with an orthoester (D) in an amount of 1.00 molar equivalent or more relative to the residual Si-X in the reaction mixture, to produce an alkoxyhydrosilane compound (A) represented by H-SiR2c(CR13-bYb)a(OR8)3-a-c wherein R8 is a C1-20 hydrocarbon group, and R1, R2, Y, a, b, and c are as defined above.

METHOD FOR PRODUCING ALKOXY HYDROSILANE

The present invention provides a method for producing an alkoxyhydrosilane. Provided is a method for producing an alkoxyhydrosilane (A), comprising a reaction of a halohydrosilane (B) represented by formula (1) : H-SiR2c(CR13-bYb)aX3-a-c wherein R1 is a hydrogen atom or a hydrocarbon group; R2 is a hydrocarbon group; X is a halogen atom; Y is a hetero substituent; a is 1 or 2; b is 1, 2 or 3; and c is 1 or 0, with an orthoester (C) at a molar ratio of the orthoester (C) to the halohydrosilane (B) of constantly not less than 1, to produce the alkoxyhydrosilane (A) represented by formula (3) : H-SiR2c(CR13-bYb)a(OR8)3-a-c wherein R8 is a hydrocarbon group.

Hydroxymethyltrialkoxysilanes and methods of making and using the same

Novel hydroxymethyltrialkoxysilanes of the formula: STR1 are produced by transesterifying a carboxylic acid ester of hydroxymethyltrialkoxysilane with an alcohol, and distilling the reaction mixture to remove the carboxylate of the alcohol. The carboxylic acid ester of hydroxymethyltrialkoxysilane is prepared by the reaction of an alkali metal carboxylate with chloromethyltrialkoxysilane, which in turn is prepared by the reaction of a trialkylorthoester with chloromethyltrichlorosilane by heating to reflux with removal of alkylchloride, followed by distillation to remove alkyl ester. The hydroxymethyltrialkoxysilanes and carboxylic acid esters thereof, as well as carboxymethyltrialkoxysilanes, are particularly useful in sol-gel processing by undergoing hydrolysis to yield hydroxymethylsilanetriol, and subsequent hydrolysis and polycondensation products.

Pyridinium salts containing alkoxysilyl groups

Pyridinium salts of the formula STR1 are prepared. The compounds are useful as phase transfer catalysts for the preparation of methacryloyloxyalkylalkoxysilanes and acryloyloxyalkylalkoxysilanes.

Sila-Pharmaca, 36. - Sila-Procyclidine: A New Synthesis as well as Investigations of the Peripheral and Central Anticholinergic Activity

Starting with Cl3SiCH2Cl, sila-procyclidine (1b) as well as its derivatives 2b (sila-trihexyphenidyl), 3b, and 4b (sila-cycrimine) were prepared by a new six-step synthesis with a total yields of 16 (1b), 19 (2b), 8 (3b) and 7percent (4b), respectively. -