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Vinylphenyldimethylsilane, with the chemical formula C10H14Si, is a colorless liquid that serves as a crucial precursor in the synthesis of various organosilicon compounds. Its unique structure, featuring a vinyl group, renders it highly valuable for polymerization reactions, leading to the creation of silicone resins, rubbers, and other materials. This versatile compound is also recognized for its role in enhancing the properties of specialty coatings, adhesives, and sealants, as well as its utility as a crosslinking agent in modified polymer formulations and a reactive intermediate in the synthesis of pharmaceuticals and organic compounds. As such, vinylphenyldimethylsilane holds a significant position in the realm of organosilicon chemistry and enjoys a broad spectrum of industrial applications.

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  • 1125-26-4 Structure
  • Basic information

    1. Product Name: VINYLPHENYLDIMETHYLSILANE
    2. Synonyms: VINYLPHENYLDIMETHYLSILANE;1-(Dimethylphenylsilyl)ethene;Dimethyl(phenyl)(ethenyl)silane;Vinyldimethylphenylsilane;Dimethylphenylvinylsilane 98%;Dimethylvinylphenylsilane;Ethenyldimethylphenylsilane;Silane, dimethylphenylvinyl-
    3. CAS NO:1125-26-4
    4. Molecular Formula: C10H14Si
    5. Molecular Weight: 162.3
    6. EINECS: N/A
    7. Product Categories: Organometallic Reagents;Organosilicon;Others
    8. Mol File: 1125-26-4.mol
  • Chemical Properties

    1. Melting Point: <0°C
    2. Boiling Point: 82 °C20 mm Hg(lit.)
    3. Flash Point: 140 °F
    4. Appearance: /
    5. Density: 0.892 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.79mmHg at 25°C
    7. Refractive Index: n20/D 1.507(lit.)
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: VINYLPHENYLDIMETHYLSILANE(CAS DataBase Reference)
    11. NIST Chemistry Reference: VINYLPHENYLDIMETHYLSILANE(1125-26-4)
    12. EPA Substance Registry System: VINYLPHENYLDIMETHYLSILANE(1125-26-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 10
    3. Safety Statements: 26-36/37/39
    4. RIDADR: UN 1993 3/PG 3
    5. WGK Germany: 3
    6. RTECS:
    7. TSCA: No
    8. HazardClass: N/A
    9. PackingGroup: N/A
    10. Hazardous Substances Data: 1125-26-4(Hazardous Substances Data)

1125-26-4 Usage

Uses

Used in Polymer Industry:
Vinylphenyldimethylsilane is used as a monomer in polymerization reactions for the production of silicone resins and rubbers. Its vinyl group facilitates the formation of polymers with enhanced properties, such as improved thermal stability and resistance to environmental factors.
Used in Coatings and Adhesives Industry:
Vinylphenyldimethylsilane is employed as a component in specialty coatings, adhesives, and sealants. It improves the adhesion and flexibility of these materials, providing better performance and durability in various applications, including automotive, construction, and electronics.
Used in Modified Polymers:
As a crosslinking agent, vinylphenyldimethylsilane is used in the formulation of modified polymers. It helps to create a network structure within the polymer, enhancing its mechanical properties, such as tensile strength and abrasion resistance.
Used in Pharmaceutical Synthesis:
Vinylphenyldimethylsilane serves as a reactive intermediate in the synthesis of pharmaceuticals and other organic compounds. Its unique reactivity allows for the development of new drug molecules with improved therapeutic properties and reduced side effects.
Used in Organosilicon Chemistry Research:
In the field of organosilicon chemistry, vinylphenyldimethylsilane is utilized as a starting material for the synthesis of various organosilicon compounds. Its versatility and reactivity make it an essential component in the development of new materials and applications in this area.

Check Digit Verification of cas no

The CAS Registry Mumber 1125-26-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,2 and 5 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1125-26:
(6*1)+(5*1)+(4*2)+(3*5)+(2*2)+(1*6)=44
44 % 10 = 4
So 1125-26-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H14Si/c1-4-11(2,3)10-8-6-5-7-9-10/h4-9H,1H2,2-3H3

1125-26-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name ethenyl-dimethyl-phenylsilane

1.2 Other means of identification

Product number -
Other names CH2CHSiMe2Ph

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1125-26-4 SDS

1125-26-4Relevant articles and documents

Catalytically active, recyclable polymeric titanocene disks: A batch-flow reactor

Berget, Patrick E.,Schore, Neil E.

, p. 8869 - 8871 (2005)

Dichlorotitanocene bound within porous polystyrene disks catalyzes the coupling of vinylmagnesium chloride and chlorosilanes to form 1,4-bis(silyl)-2-butenes. A simple batch-flow reactor permits catalyst reuse by repeated addition of fresh reagents and de

Titanocene-mediated homolytic opening of epoxysilanes

Puljic, Nicolas,Albert, Matthias,Dhimane, Anne-Lise,Fensterbank, Louis,Lacote, Emmanuel,Malacria, Max

, p. 2297 - 2305 (2006)

The titanocene(III) chloride mediated opening of silyloxiranes has been examined. Electron transfer from the metal leads to α-silyl radicals with total regiocontrol. The radicals could be trapped by various olefins, and the corresponding adducts were obtained in good yields (Table). Further substitution of the oxirane by alkyl groups proved detrimental to the reactions, but ring opening remained essentially regioselective.

New polymers derived from 4-vinylsilylbenzocyclobutene monomer with good thermal stability, excellent film-forming property, and low-dielectric constant

Yang, Junxiao,Liu, Shangchun,Zhu, Fanghua,Huang, Yawen,Li, Bo,Zhang, Lin

, p. 381 - 391 (2011)

A series of benzocyclobutene (BCB) polymers derived from a new readily available monomer, 4-(1′,1′-dimethyl-1′-vinyl) silylbenzocyclobutene (4-DMVSBCB), were conveniently prepared by radical and anionic polymerization. The homo- and co-polymerization results show that the reactivity of 4-DMVSBCB in anionic polymerization is relatively higher compared with radical polymerization. The molecular weight of 4-DMVSBCB polymers and content of 4-DMVSBCB can be controlled by anionic copolymerization. The introduction of rigid and crosslinkable BCB building blocks in side chains and carbosilanes in molecule gives rise to insulating materials with good film-forming property, smooth and flat film surface, and low-dielectric constants of 2.41-2.45, as preserving good thermal stability.

Platinum Complex-catalysed Dehydrogenative Monosilylation of Alkenes with Disilanes

Hayashi, Teruyuki,Kawamoto, Aparecida M.,Kobayashi, Toshi-aki,Tanaka, Masato

, p. 563 - 564 (1990)

Alkenes react with disilanes in the presence of platinum phosphine complex catalysts to give alk-1-enylsilanes.

Copper-Catalyzed Asymmetric Hydroallylation of Vinylsilanes

Guo, Xiaobing,Niu, Junbo,Wang, Simin,Xiong, Tao,Zhang, Qian,Zhang, Qiao

supporting information, (2022/02/21)

A copper-catalyzed asymmetric hydroallylation of readily available vinylsilanes with allylic phosphates in the presence of hydrosilane was developed. These transformations can be performed under mild reaction conditions and provide the useful chiral organ

Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Bromides and Chlorosilanes

Xing, Mimi,Cui, Huanhuan,Zhang, Chun

supporting information, p. 7645 - 7649 (2021/10/12)

A novel nickel-catalyzed highly selective reductive cross-coupling of alkyl bromides and chlorosilanes to construct the C-Si bond has been developed. Under benign reaction conditions, a series of structurally interesting organosilanes can be accessed without Ni-catalyzed isomerization. The utility of this chemistry is illustrated by further transformations of the product. Moreover, the radical mechanism of the reaction is illustrated by control experiments.

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

Duan, Jicheng,Kang, Shaolin,Liu, Xue-Yuan,Qi, Liangliang,Shu, Xing-Zhong,Wang, Ke,Xu, Guang-Li

supporting information, p. 23083 - 23088 (2020/12/09)

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.

Organosilane synthesis method based on alkenyl chlorosilane coupling reaction

-

Paragraph 0030-0034, (2020/08/29)

The invention discloses a synthetic method for preparing aryl or alkenyl silane by taking alkenyl chlorosilane as a raw material and carrying out coupling reaction on the alkenyl chlorosilane, an aryland an alkenyl electrophilic reagent. The invention relates to an organosilane synthesis method based on alkenyl chlorosilane coupling reaction. According to the method, alkenyl chlorosilane is usedas a raw material, Mn or Zn is used as a reducing agent under the catalysis of nickel, and the alkenyl chlorosilane and an aryl or alkenyl electrophilic reagent are subjected to a coupling reaction togenerate an R-Si (vinyl) R1R2 type aryl with a structure as shown in a formula II or alkenyl organosilicon compound with a structure as shown in a formula III. According to the invention, the aryl and alkenyl electrophilic reagents are used as substrates to prepare the organosilicon compound with a structure of R-Si (vinyl) R1R2 type, and the method has the advantages of mild reaction conditions,simple and easily available raw materials, wide substrate applicability, good compatibility of reaction functional groups and the like.

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

Lühning, Lars H.,Rosien, Michael,Doye, Sven

supporting information, p. 2489 - 2494 (2017/11/04)

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.

Hydrosilylation Reaction Catalysts and Curable Compositions and Methods for Their Preparation and Use

-

Paragraph 0188; 0189, (2014/10/16)

A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains an iron-organosilicon ligand complex that can be prepared by reacting an iron carbonyl compound and an organosilicon ligand.

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