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

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

Uses

Used in Silicone Polymer Synthesis:
1,1,1,3,3-Pentamethyl-3-phenyldisiloxane is used as a building block for the synthesis of silicone polymers, contributing to the development of materials with unique properties such as heat resistance, flexibility, and chemical stability.
Used in Adhesive and Sealant Production:
In the adhesive and sealant industry, 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane is used as a crosslinking agent for silicone rubbers, enhancing their bonding strength and durability.
Used in Protective Coatings for Electronic Components:
1,1,1,3,3-Pentamethyl-3-phenyldisiloxane is utilized as a protective coating for electronic components, providing insulation and resistance to environmental factors such as moisture and heat.
Used in Automotive and Construction Industries:
As a coating additive, 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane is employed in the automotive and construction industries to improve the performance and longevity of coatings, offering enhanced resistance to weathering and mechanical stress.
Used in Advanced Material Production:
1,1,1,3,3-Pentamethyl-3-phenyldisiloxane may be used as a surface modifier in the production of advanced materials, allowing for the tailoring of surface properties to meet specific requirements in various applications.
Used in Personal Care Product Formulation:
In the personal care industry, 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane is used in the formulation of products, providing benefits such as improved texture, spreadability, and skin feel.
Safety Precautions:
It is important to handle 1,1,1,3,3-Pentamethyl-3-phenyldisiloxane with care, as it may cause irritation to the skin, eyes, and respiratory system upon contact or inhalation. Proper safety measures should be taken during its use to minimize potential health risks.

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

• 1825-62-3 ethyl trimethylsilyl ether 
• 1825-58-7 dimethyl(ethoxy)phenylsilane 
• 107-46-0 Hexamethyldisiloxane 
• 56-33-7 1,1,3,3-tetramethyl-1,3-diphenyldisiloxane 
• 75-77-4 chloro-trimethyl-silane 
• 768-33-2 phenyldimethylsilyl chloride 
• 5796-98-5 bis-trimethylsilanyl peroxide 
• 766-77-8 Dimethylphenylsilane 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 
• 4648-54-8 trimethylsilylazide 
• 14642-79-6 benzyloxy-trimethylsilane 
• 1125-26-4 dimethylphenylvinylsilane 
• 1438-82-0 1,1,1,3,3-pentamethyl-1,3-disiloxane 

Downstream Products

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

Relevant articles and documents

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Platinum-catalyzed aromatic C-H silylation of arenes with 1,1,1,3,5,5,5-heptamethyltrisiloxane

The intermolecular dehydrogenative coupling of 1,1,1,3, 5,5,5-heptamethyltrisiloxane with arenes proceeded in the presence of a catalytic amount of platinum complexes prepared in situ from PtCl2 and hydrotris(pyrazolyl)borate derivatives. Copyr

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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.

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We demonstrate that using Mo(CO)6, Mo(CO)5NMe 3, and (η5-C5H5)Mn(CO) 3 as catalysts for the silane, R3SiH, reduction of N,N-dimethylformamide (DMF), and N,N-diethylformamide (DEF), we can observe, intercept, and isolate, the important siloxymethylamine intermediates, R 3SiOCH2NR'2, R' = Me, Et, for the first time. In the presence of excess DMF such intermediates thermally react with a variety of silanes to form the corresponding disiloxanes in the absence of a metal catalyst. We also show that the germanium hydrides, Et3GeH and Bu3GeH, also reduce DMF to form trimethylamine and the corresponding digermoxane but observe no intermediates R3GeOCH2NMe 2. Bu3SnH reduces DMF, but along with the low yields of Bu3SnOSnBu3 (but no Bu3SnOCH 2NMe2) significant side products are obtained including (Bu3Sn)2 and Bu4Sn. In the absence of DMF the siloxymethylamines can undergo metal-catalyzed reactions with silanes, germanes and stannanes to form disiloxanes, and R3SiOER3 E = Ge, Sn, respectively. To date, the most efficient catalyst for this latter process is (η5-C5H5)Mo(CO)3CH 3 via a photochemical reaction.

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Novel carbon-carbon bond formation through Mizoroki-Heck type reaction of silanols and organotin compounds

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