5357-38-0

Basic information

• Product Name: chloro-[(chloro-dimethyl-silyl)methyl]-dimethyl-silane
• Synonyms: chloro-[(chloro-dimethyl-silyl)methyl]-dimethyl-silane;Bis(chlorodimethylsilyl)methane;Bis(dimethylchlorosilyl)methane;Methylenebis(dimethylchlorosilane)
• CAS NO: 5357-38-0
• Molecular Formula: C₅H₁₄Cl₂Si₂
• Molecular Weight: 201.24
• Mol File: 5357-38-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 166.9°C at 760 mmHg
• Flash Point: 47.6°C
• Appearance: /
• Density: 0.98g/cm³
• Vapor Pressure: 2.3mmHg at 25°C
• Refractive Index: 1.423
• CAS DataBase Reference: chloro-[(chloro-dimethyl-silyl)methyl]-dimethyl-silane(CAS DataBase Reference)
• NIST Chemistry Reference: chloro-[(chloro-dimethyl-silyl)methyl]-dimethyl-silane(5357-38-0)
• EPA Substance Registry System: chloro-[(chloro-dimethyl-silyl)methyl]-dimethyl-silane(5357-38-0)

Safety Data

• Hazardous Substances Data: 5357-38-0(Hazardous Substances Data)

Usage

General Description

Chloro-[(chloro-dimethyl-silyl)methyl]-dimethyl-silane is a chemical compound with the molecular formula C5H12Cl2Si. It is a colorless and flammable liquid with a strong odor. chloro-[(chloro-dimethyl-silyl)methyl]-dimethyl-silane is commonly used as a silane coupling agent in the manufacture of various materials, including adhesives, coatings, and sealants. It is also used as a reagent in organic synthesis, particularly in the formation of silicon-containing compounds. Additionally, chloro-[(chloro-dimethyl-silyl)methyl]-dimethyl-silane is known for its potential health hazards and requires careful handling and storage to prevent exposure.

InChI:InChI=1/C5H14Cl2Si2/c1-8(2,6)5-9(3,4)7/h5H2,1-4H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 7612-66-0 2,4-Difluoro-2,4-dimethyl-2,4-disilapentane 
• 540-91-0 Si-chloro-Si'-fluoro-Si,Si,Si',Si'-tetramethyl-Si,Si'-methanediyl-bis-silane 
• 18143-50-5 1-chloro-2-chloromethyl-1,1,2,2-tetramethyl-disilane 
• 4142-85-2 1,1,1,3,3,3-hexachloro-1,3-disilapropane 
• 75-16-1 methylmagnesium bromide 
• 18163-84-3 2,4-dimethyl-2,4-disilapentane 
• 13683-13-1 --methan 
• 1719-57-9 Chloro(chloromethyl)dimethylsilane 
• 75-78-5 dimethylsilicon dichloride 
• 75-09-2 dichloromethane 
• 7446-70-0 aluminium trichloride 
• 2117-28-4 bis(trimethylsilyl)methane 
• 1440146-68-8 chlorodimethyl[[dimethyl(2,4,6-trimethoxyphenyl)silyl]methyl]silane 

Downstream Products

• 1027-86-7 bismethane 
• 15261-06-0 1,1,3,3,5,5,7,7-octamethyl-2,6-dioxa-1,3,5,7-tetrasilacyclooctane 
• 297767-04-5 bis((phenylethynyl)dimethylsilyl)methane 
• 75-54-7 Dichloromethylsilane 
• 1066-35-9 dimethylmonochlorosilane 
• 992-94-9 methylsilane 
• 1111-74-6 dimethylsilane 
• 993-00-0 chloro-methyl-silane 
• 993-07-7 trimethylsilan 
• 814-98-2 1,1,2,2-tetramethyldisilane 
• 870-26-8 1,2-dimethyldisilane 
• 18163-84-3 2,4-dimethyl-2,4-disilapentane 
• 1189-75-9 (trimethylsilylmethyl)dimethylsilane 
• 18148-13-5 1,3,3-Trimethyl-1,3-disilapropan 

Relevant articles and documents

Synthesis of Functional Monosilanes by Disilane Cleavage with Phosphonium Chlorides

The Müller–Rochow direct process (DP) for the large-scale production of methylchlorosilanes MenSiCl4?n (n=1–3) generates a disilane residue (MenSi2Cl6?n, n=1–6, DPR) in thousands of tons annually. This report is on methylchlorodisilane cleavage reactions with use of phosphonium chlorides as the cleavage catalysts and reaction partners to preferably obtain bifunctional monosilanes MexSiHyClz (x=2, y=z=1; x,y=1, z=2; x=z=1, y=2). Product formation is controlled by the reaction temperature, the amount of phosphonium chloride employed, the choice of substituents at the phosphorus atom, and optionally by the presence of hydrogen chloride, dissolved in ethers, in the reaction mixture. Replacement of chloro by hydrido substituents at the disilane backbone strongly increases the overall efficiency of disilane cleavage, which allows nearly quantitative silane monomer formation under comparably moderate conditions. This efficient workup of the DPR thus not only increases the economic value of the DP, but also minimizes environmental pollution.

Synthesis of silicon-functionalized (silylmethyl)silanes and-dichlorocarbosilanes using the TMOP (2,4,6-trimethoxyphenyl) protecting group: (TMOP)Me2SiCH2Cl and (TMOP) 2MeSiCH2Cl as reagents to introduce the ClMe 2SiCH2, MeOMe2SiCH2, or Cl2MeSiCH2 group by nucleophilic substitution at silicon

In this study, the synthetic potential of the 2,4,6-trimethoxyphenyl (TMOP)-substituted (chloromethyl)silanes (TMOP)Me2SiCH2Cl (1) and (TMOP)2MeSiCH2Cl (2) for the preparation of Si-functionalized (silylmethyl)silanes and α,ω-dichlorocarbosilanes (with skeletons consisting of alternate carbon and silicon atoms) was investigated. Compounds 1 and 2 were used as reagents to introduce the ClMe 2SiCH2, MeOMe2SiCH2, or Cl 2MeSiCH2 group by nucleophilic substitution at silicon. The three-step synthetic method involves the (i) transformation of 1 and 2 into (TMOP)Me2SiCH2MgCl, (TMOP)Me2SiCH 2Li, (TMOP)2MeSiCH2MgCl, and (TMOP) 2MeSiCH2Li, respectively, (ii) reaction of these nucleophiles with chloro- or methoxysilanes, and (iii) subsequent selective cleavage of the TMOP protecting group with HCl/Et2O or MeOH/[CF 3COOH]. Using this method, the following compounds were prepared: ClMe2SiCH2SiMe3 (3), ClMe2SiCH 2SiMe2Cl (4), ClMe2SiCH2SiMeCl 2 (5), ClMe2SiCH2SiCl3 (6), ClMe2SiCH2Si(OMe)3 (7), MeOMe 2SiCH2Si(OMe)3 (8), Cl2MeSiCH 2SiMe3 (9), Me2Si(CH2SiMe 2Cl)2 (10), and Me2Si(CH2SiMe 2CH2SiMe2Cl)2 (11).

ORGANOSILICON COMPOUNDS AND THEIR USE

A compound of formula (I) or formula (II): wherein the variables are as defined in the claims.