55153-99-6

Basic information

• Product Name: 4-METHOXYPHENYL DIMETHYLVINYL SILANE
• Synonyms: VINYL(P-METHOXYPHENYL)DIMETHYLSILANE;4-METHOXYPHENYL DIMETHYLVINYL SILANE;Dimethyl(4-methoxyphenyl)(vinyl)silane;4-Methoxyphenyl Vinyl Dimethylsilane
• CAS NO: 55153-99-6
• Molecular Formula: C11H16OSi
• Molecular Weight: 192.33
• Mol File: 55153-99-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-METHOXYPHENYL DIMETHYLVINYL SILANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYPHENYL DIMETHYLVINYL SILANE(55153-99-6)
• EPA Substance Registry System: 4-METHOXYPHENYL DIMETHYLVINYL SILANE(55153-99-6)

Safety Data

• TSCA: No
• Hazardous Substances Data: 55153-99-6(Hazardous Substances Data)

Usage

Uses

Used in Polymer and Composite Industry:
4-Methoxyphenyl dimethylvinyl silane is used as a surface modifier to enhance adhesion between organic and inorganic materials in polymers and composites. This improves the overall performance and durability of the final product.
Used in Adhesive, Sealant, and Coating Formulation:
As a component in the formulation of adhesives, sealants, and coatings, 4-Methoxyphenyl dimethylvinyl silane is used to effectively bond organic materials to inorganic surfaces, ensuring strong and long-lasting adhesion.
Used in Electronics Industry:
In the electronics industry, 4-Methoxyphenyl dimethylvinyl silane is used as a component in electronic packaging materials, contributing to the protection and performance of electronic devices. It also serves as a precursor for the synthesis of novel organic-inorganic hybrid materials, which have potential applications in various electronic components and systems.

InChI:InChI=1/C11H16OSi/c1-5-13(3,4)11-8-6-10(12-2)7-9-11/h5-9H,1H2,2-4H3

Upstream product

• 1719-58-0 Chlorodimethylvinylsilane 
• 66107-29-7 4-methoxyphenyl triflate 
• 104-92-7 1-bromo-4-methoxy-benzene 

Relevant articles and documents

Cross-Electrophile C(sp2)?Si Coupling of Vinyl Chlorosilanes

The cross-electrophile coupling has become a powerful tool for C?C bond formation, but its potential for forging the C?Si bond remains unexplored. Here we report a cross-electrophile Csp2-Si coupling reaction of vinyl/aryl electrophiles with vinyl chlorosilanes. This new protocol offers an approach for facile and precise synthesis of organosilanes with high molecular diversity and complexity from readily available materials. The reaction proceeds under mild and non-basic conditions, demonstrating a high step economy, broad substrate scope, wide functionality tolerance, and easy scalability. The synthetic utility of the method is shown by its efficient accessing of silicon bioisosteres, the design of new BCB-monomers, and studies on the Hiyama cross-coupling of vinylsilane products.

Thieme Chemistry Journals Awardees - Where Are They Now? Titanium-Catalyzed Hydroaminoalkylation of Vinylsilanes and a One-Pot Procedure for the Synthesis of 1,4-Benzoazasilines

Vinylsilanes undergo intermolecular alkene hydroaminoalkylation with secondary amines in the presence of a titanium mono(aminopyridinato) catalyst to give the branched hydroaminoalkylation products with high regioselectivity. Corresponding reactions of a suitable (2-bromophenyl)vinylsilane combined with a subsequent intramolecular Buchwald-Hartwig amination result in the development of an elegant one-pot procedure for the synthesis of 1,4-benzoazasilines.

Sequential Synthesis of Organosilicon-Linked 2-Methoxypyridines by Non-Cryogenic ortho-Metallation Using the nBu2TMPMg·Li Reagent and Hydrosilylation

The non-cryogenic synthesis of 5/6- and/or 3-silyl-functionalised 2-methoxypyridines by a 5-Br/Mg exchange process using nBu2iPrMg Li and LiCl and involving C-3 metallation using a novel nBu2TMPMg Li reagent is described. Furthermore, the usefulness of nBu2TMPMg Li in the functionalisation of 2-methoxypyridine at the 3-position with a wide range of electrophiles was successfully tested. The above achievements have allowed the construction of organosilicon-linked 2-methoxypyridines composed of two, three and four rings by the hydrosilylation of 5- and/or 3-SiH(or alkenyl) derivatives using the hitherto rarely applied [Pt(cod)Me2] catalyst. Additionally, the synthesis of a one-chain oligomer consisting of eight 2-methoxypyridines obtained by the hydrosilylation/polymerisation approach, followed by protodesilylation of the SiHMe2 group was also achieved by manipulating the amount of catalyst in the reactions.