14920-92-4

Basic information

• Product Name: 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane
• Synonyms: 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane
• CAS NO: 14920-92-4
• Molecular Formula: C₁₁H₂₀OSi₂
• Molecular Weight: 224.4469
• EINECS: -0
• Mol File: 14920-92-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: <-80 °C
• Boiling Point: 212.5°C at 760 mmHg
• Flash Point: 67.9°C
• Appearance: /
• Density: 0.89g/cm³
• Vapor Pressure: 0.251mmHg at 25°C
• Refractive Index: 1.465
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane(14920-92-4)
• EPA Substance Registry System: 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane(14920-92-4)

Safety Data

• Hazardous Substances Data: 14920-92-4(Hazardous Substances Data)

Usage

General Description

1,1,1,3,3-Pentamethyl-3-phenyldisiloxane is a chemical compound with the molecular formula C16H26OSi2. It is a colorless liquid at room temperature and is commonly used as a building block in the synthesis of silicone polymers. 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane is used in various industrial applications, including as a crosslinking agent for silicone rubbers, in the production of adhesives and sealants, and as a protective coating for electronic components. It is also utilized as a coating additive in the automotive and construction industries. Additionally, 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane may be used as a surface modifier in the production of advanced materials and in the formulation of personal care products. It is important to handle this chemical with caution, as it may cause irritation to the skin, eyes, and respiratory system upon contact or inhalation.

InChI:InChI=1/C11H20OSi2/c1-13(2,3)12-14(4,5)11-9-7-6-8-10-11/h6-10H,1-5H3

Upstream product

• 107-46-0 Hexamethyldisiloxane 
• 56-33-7 1,1,3,3-tetramethyl-1,3-diphenyldisiloxane 
• 5796-98-5 bis-trimethylsilanyl peroxide 
• 766-77-8 Dimethylphenylsilane 
• 1130-17-2 1,1,1,2,2-pentamethyl-2-phenyldisilane 
• 75-77-4 chloro-trimethyl-silane 
• 5272-18-4 dimethylphenylsilanol 
• 2004-14-0 lithium trimethylsilanolate 
• 768-33-2 phenyldimethylsilyl chloride 
• 1825-61-2 Trimethylmethoxysilane 
• 1825-62-3 ethyl trimethylsilyl ether 
• 7647-01-0 hydrogenchloride 
• 1825-58-7 dimethyl(ethoxy)phenylsilane 
• 7664-93-9 sulfuric acid 

Downstream Products

• 71-43-2 benzene 
• 13247-99-9 bromo-dimethyl-phenyl-silane 
• 420-56-4 trimethylsilyl fluoride 
• 454-57-9 fluorodimethylphenylsilane 

Relevant articles and documents

Novel fluoride ion mediated synthesis of unsymmetrical siloxanes under phase transfer catalysis conditions

Unsymmetrical siloxanes have been prepared from silanols or hydrosilanes using phase transfer catalytic (PTC) systems Me3 SiN3-CsF-18-crown-6-toluene or Me3SiN 3-CsF-18-crown-6-H2O-toluene, correspond

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DMF-activated chlorosilane chemistry: Molybdenum-catalyzed reactions of R3SiH, DMF and R′3SiCl to initially form R′3SiOSiR′3 and R3SiCl

The room temperature reactions between R3SiH (R3?=?Et3, PhMe2, Ph2Me) and R′3SiCl (R′3?=?Me3, PhMe2, Ph2Me), with an excess of dimethylformamide (DMF) in the presence of (Me3N)Mo(CO)5 as a catalyst, result in the initial formation of R3SiCl, R′3SiOSiR′3 and Me3N as detected by 29Si, 13C, 1H NMR spectroscopy and GC/MS. As the reaction proceeds, the more so if the reaction temperature is raised, mixed disiloxanes R3SiOSiR′3 and ultimately lesser amounts of R3SiOSiR3 may be detected. A mechanism involving the activation of chlorosilanes by the nucleophilic DMF is proposed to produce transient imminium siloxy ion pairs, [Me2N[dbnd]CHCl]+[R′3SiO]? ? [Me2N[dbnd]CH(OSiR′3)]+Cl? which react with R3SiH to form Me2NCH2OSiR′3 and R3SiCl. A secondary reaction of Me2NCH2OSiR′3 with R′3SiCl produces the symmetrical disiloxane R′3SiOSiR′3 and ClCH2NMe2. The final stage of the reaction is the reduction of ClCH2NMe2 by R3SiH, a reaction which is reported for the first time. The newly created chlorosilane R3SiCl can become involved in the initial DMF activation chemistry thereby forming the other disiloxanes observed as the reaction proceeds.

Pd/C-catalyzed cross-coupling reaction of benzyloxysilanes with halosilanes for selective synthesis of unsymmetrical siloxanes

A new protocol for the nonhydrolytic synthesis of unsymmetrical siloxanes has been developed. The cross-coupling reaction of benzyloxysilanes with halosilanes catalyzed by Pd/C afforded various unsymmetrical siloxanes with co-production of benzyl halides. the Partner Organisations 2014.

Silylation of silanols with vinylsilanes catalyzed by a ruthenium complex

A new ruthenium complex-catalyzed O-silylation of silanols with vinylsilanes leading to siloxane bond formation with the evolution of ethylene is described. A maximum conversion of silanol is reached using an excess of vinylsilane to also yield the product of the homo-coupling of the latter. Under the optimum conditions, when vinylsilane with at least one ethoxy substituent is used, the reaction gives exclusively unsymmetrical siloxanes.