5926-38-5

Basic information

• Product Name: (DICHLOROMETHYL)TRIMETHYLSILANE
• Synonyms: (dichloromethyl)trimethyl-silan;(DICHLOROMETHYL)TRIMETHYLSILANE;Trimethyl(dichloromethyl)silane;(DICHLOROMETHYL)TRIMETHYLSILANE, tech-95
• CAS NO: 5926-38-5
• Molecular Formula: C₄H₁₀Cl₂Si
• Molecular Weight: 157.11
• EINECS: 227-658-3
• Product Categories: Organometallic Reagents;Organosilicon;Others
• Mol File: 5926-38-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 133 °C730 mm Hg(lit.)
• Flash Point: 78 °F
• Appearance: /
• Density: 1.04 g/mL at 25 °C(lit.)
• Vapor Pressure: 9.31mmHg at 25°C
• Refractive Index: n20/D 1.4455(lit.)
• CAS DataBase Reference: (DICHLOROMETHYL)TRIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (DICHLOROMETHYL)TRIMETHYLSILANE(5926-38-5)
• EPA Substance Registry System: (DICHLOROMETHYL)TRIMETHYLSILANE(5926-38-5)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 2920 8/PG 1
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 5926-38-5(Hazardous Substances Data)

Usage

General Description

(Dichloromethyl)trimethylsilane, also known as DCTMS, is a chemical compound with the formula (CH3)3SiCH2Cl. It is a clear, colorless liquid with a pungent odor, and it is highly flammable. DCTMS is commonly used in the synthesis of various organic compounds, particularly in the manufacturing of silicon polymers and silicone resins. It is also used as a reagent in the preparation of pharmaceuticals, agricultural chemicals, and other specialty chemicals. Additionally, DCTMS is used as a cross-linking agent in the production of adhesives, sealants, and coatings. However, it is important to handle DCTMS with care, as it can be hazardous if not used properly, and proper safety precautions should be taken when working with this chemical.

InChI:InChI=1/C4H10Cl2Si/c1-7(2,3)4(5)6/h4H,1-3H3

Upstream product

• 60-29-7 diethyl ether 
• 18171-59-0 dichloromethyldimethylsilyl chloride 
• 75-16-1 methylmagnesium bromide 
• 2344-80-1 Chloromethyltrimethylsilane 
• 75-77-4 chloro-trimethyl-silane 
• 67-66-3 chloroform 
• 7782-50-5 chlorine 
• 75-09-2 dichloromethane 
• 5936-98-1 trichloromethyltrimethylsilane 
• 15114-92-8 Dilithium N,N'-bis(trimethylsilyl)hydrazide tetramer 
• 56-23-5 tetrachloromethane 

Downstream Products

• 75-09-2 dichloromethane 
• 75-78-5 dimethylsilicon dichloride 
• 50-00-0 formaldehyd 
• 15951-41-4 bis(trimethylsilyl)dichloromethane 
• 88920-82-5 1,1-Dichloro-4-phenyl-1-trimethylsilanyl-butan-2-ol 
• 88920-81-4 1,1-Dichloro-3-methyl-1-trimethylsilanyl-hexan-2-ol 
• 96532-32-0 1,1-dichloro-3-phenyl-2-butanol 
• 1665-01-6 dichloromethane-d1 
• 1719-57-9 Chloro(chloromethyl)dimethylsilane 
• 107716-52-9 C₃H₇Cl₃O₃SSi 
• 107716-51-8 C₃H₇Cl₃O₃SSi 
• 107716-53-0 C₆H₁₄Cl₄O₄SSi₂ 
• 124-63-0 methanesulfonyl chloride 
• 88920-83-6 2,2-Dichloro-1-(4-chloro-phenyl)-2-trimethylsilanyl-ethanol 

Relevant articles and documents

Simplified preparations of trialkylsilyl- and bis(trialkylsilyl)dihalomethanes via the deprotonation of dihalomethanes

Simple, high-yield routes to trialkylsilyl- and bis(trialkylsilyl)dihalomethanes are described. These compounds are prepared by the deprotonation of dibromomethane or dichloromethane by lithium diisopropylamide in the presence of a chlorosilane. The reactions are carried out at temperatures below - 70°C in THF/hexane solvent mixtures. After aqueous workup, the air- and water-stable products are isolated by either distillation or crystallization. Further reactions on these compounds are possible, as illustrated by one example.

Electrosynthese en chimie organosilicique: silylation selective de polychloromethanes

Silylation by electroreduction of carbon tetrachloride, chloroform or methylene chloride is more selective than the common organometallic route.Me3SiCCl3 (94percent) and (Me3Si)2Cl2 (68percent) were thus obtained from CCl4, Me3SiCHCl2, (94percent) and (Me3Si)2CHCl (56percent) from CHCl3 and Me3SiCH2Cl (90percent) from CH2Cl2.Complete silylation of polychloromethanes was also successful by electrosynthesis and gave satisfactory yields.

Base cleavage of R-SiMen(OMe)3-n bonds (R m-ClC6H4CH2, PhC, or Cl2CH) and alkoxy exchange in RSiMen(OMe)3-n (R = m-ClC6H4CH2)

The rates of cleavage of R-SiMen(OMe)3-n bonds (n = 0-3) in NaOMe-MeOH have been measured for R = (i) -ClC6H4CH2, (ii) Ph, and (iii) Cl2CH.The relative reactivities as n is varied in the sequence 3, 2, 1, 0 within each series are: (i) 1,7.2, 2.7, 0.13; (ii) 1, 27, 24, 5.5; (iii) 1, 38, 93, 29.These reactivity variations are discussed in terms of opposition between the rate-enhancing polar effects of the OMe groups and a unusual type of steric affect which arises on introduction of OMe in place of Me.The rates of replacement of one OMe group of m-ClC6H4CH2Men(OMe)3-n by an OEt group in EtOH containing a base have also been measured; in this case the rates rise progressively with the value of n, the relative reactivities for n = 2,1, and 0 being 1, 4.4, and 27, respectively.