3651-23-8

Basic information

• Product Name: DIALLYLDICHLOROSILANE
• Synonyms: dichlorodi-2-propenyl-silan;dichlorodi-2-propenylsilane;Silane, dichlorodi-2-propenyl-;silane,diallyldichloro-;DIALLYLDICHLOROSILANE;dichloro-di(prop-2-enyl)silane;Dichlorodiallylsilane
• CAS NO: 3651-23-8
• Molecular Formula: C₆H₁₀Cl₂Si
• Molecular Weight: 181.14
• Mol File: 3651-23-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 165.35°C (estimate)
• Flash Point: 46.4°C
• Appearance: /
• Density: 1.027g/cm³
• Vapor Pressure: 2.83mmHg at 25°C
• Refractive Index: 1.453
• CAS DataBase Reference: DIALLYLDICHLOROSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: DIALLYLDICHLOROSILANE(3651-23-8)
• EPA Substance Registry System: DIALLYLDICHLOROSILANE(3651-23-8)

Safety Data

• Hazardous Substances Data: 3651-23-8(Hazardous Substances Data)

Usage

General Description

Diallyldichlorosilane is a chemical compound with the formula C6H10Cl2Si. It is a clear, colorless liquid that is highly reactive and flammable. Diallyldichlorosilane is used in the production of silicone polymers and resins, as well as in the synthesis of various organic compounds. It is also utilized as a crosslinking agent for polymers and as a coupling agent in the production of composite materials. However, it is important to handle this chemical with care, as it can cause irritation to the skin, eyes, and respiratory system, and may also be harmful if ingested or inhaled. Therefore, proper safety precautions and protective equipment should be used when handling diallyldichlorosilane.

InChI:InChI=1/C6H10Cl2Si/c1-3-5-9(7,8)6-4-2/h3-4H,1-2,5-6H2

Upstream product

• 1730-25-2 allylmagnesium bromide 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 1113-12-8 diallyl(dimethyl)silane 
• 35309-17-2 1,1-diallyl-2,5-diphenyl-silolane 
• 17955-81-6 1,3-diallyl-1,1,3,3-tetramethyldisiloxane 

Relevant articles and documents

Proton Addition to Silylstyrenes: Overcoming the Predilection for Protiodesilylation

Normally, organosilyl nucleophiles such as vinylsilanes and allylsilanes undergo protiodesilylation reactions with protons.To favour addition reactions under these conditions, the ligands on silicon have been modified such that the leaving group ability and, simultaneously, the β-effect of the silyl group is reduced.In the case of allylsilanes, the use of dichlorosilyl groups does not significantly favour addition over substitution processes at the olefin.However, with vinylsilanes bearing a second ?-nucleophile, a dichlorosilyl group can be used to regioselectively direct the formation of two bonds (C-H and C-C) sequentially in a process in which the silicon is not lost from the molecule, but may ultimately be cleaved leading to the formation of diols.Thus, benzyldichlorostyrylsilane 7, after cyclization to 9 in the presence of triflic acid, is converted into diol 12.The synthetic utility of this process is restricted by the relatively low reactivity of the styryl ?-system and the necessarily reactive electrophiles needed to initiate the process.The effect of changing from electron-donating groups to electronegative groups on silicon on reaction mechanism is discussed.