Vinyltrimethylsilane
[CAS# 754-05-2]

Identification

• Classification: Chemical reagent >> Organic reagent >> Silane
• Name: Vinyltrimethylsilane
• Synonyms: Ethenyltrimethylsilane; Trimethylvinylsilane
• Molecular Formula: C₅H₁₂Si
• Molecular Weight: 100.23
• CAS Registry Number: 754-05-2
• EC Number: 212-042-9
• SMILES: C[Si](C)(C)C=C

Properties

• Density: 0.7±0.1 g/cm³, Calc.^*, 0.692 g/mL (20ºC) (Expl.)
• Melting point: -132 ºC (Expl.)
• Index of Refraction: 1.390, Calc.^*, 1.391.391 (Expl.)
• Boiling Point: 55.0±0.0 ºC (760 mmHg), Calc.^*, 55 ºC (Expl.)
• Flash Point: -9.4±12.0 ºC, Calc.^*, -24 ºC (Expl.)

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS02;GHS07 Danger
• Hazard Statements: H225-H302-H315-H319-H335
• Precautionary Statements: P210-P233-P240-P241-P242-P243-P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P370+P378-P403+P233-P403+P235-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Flammable liquids	Flam. Liq.	2	H225
Acute toxicity	Acute Tox.	4	H302
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Eye irritation	Eye Irrit.	2A	H319
Carcinogenicity	Carc.	2	H351

• Transport Information: UN 1993

Discovory and Applicatios

Vinyltrimethylsilane is a chemical compound with the molecular formula C5H12Si, consisting of a vinyl group (C=CH2) attached to a trimethylsilane group (Si(CH3)3). It is a colorless liquid that is commonly used in various industrial applications due to its versatility as a silane coupling agent and its ability to undergo polymerization and crosslinking reactions. The compound is an important intermediate in the synthesis of siloxane-based materials, organic polymers, and functionalized silicon compounds.

The discovery of vinyltrimethylsilane is rooted in the broader exploration of organosilicon compounds, which began in the early 20th century. The development of silanes, including vinyl-containing silanes, gained significant attention due to their ability to bond organic materials to inorganic surfaces. These silane compounds, including vinyltrimethylsilane, play a critical role in improving the adhesion of materials, offering unique properties that make them suitable for a wide range of applications in the fields of coatings, adhesives, and electronics.

One of the primary applications of vinyltrimethylsilane is in the manufacture of silicone-based sealants and adhesives. The vinyl group present in the compound is highly reactive, allowing it to participate in addition polymerization reactions, which help in the crosslinking of silicone polymers. This results in materials with improved strength, flexibility, and resistance to environmental factors such as moisture and temperature extremes. These properties make vinyltrimethylsilane-based sealants and adhesives highly valuable in industries such as construction, automotive, and electronics, where durable bonding and sealing materials are essential.

In addition to its role in adhesives and sealants, vinyltrimethylsilane is used in the synthesis of functionalized silicone materials. By incorporating vinyltrimethylsilane into the polymerization process, manufacturers can create silicone polymers with enhanced properties such as improved thermal stability, electrical conductivity, and water resistance. These materials are commonly used in the production of coatings, electrical insulation, and medical devices. For example, they are used as coatings for electrical components to provide protection against moisture and corrosion, ensuring the longevity and reliability of electronic devices.

Vinyltrimethylsilane also plays a significant role in the modification of glass and metal surfaces. As a silane coupling agent, it can form strong bonds between organic materials and inorganic surfaces, improving the adhesion of coatings, paints, and other materials. This makes vinyltrimethylsilane useful in industries such as automotive manufacturing, where it is applied to improve the durability and adhesion of paints and coatings on glass and metal parts.

In the field of organic synthesis, vinyltrimethylsilane is used as a reagent in the formation of organosilicon compounds, particularly in reactions that involve the introduction of the vinyl group into other molecules. The compound's ability to undergo hydrosilylation reactions, in which a silicon-hydrogen bond reacts with a carbon-carbon double bond, makes it a useful tool in the synthesis of vinylsiloxanes, which have various applications in polymer chemistry and materials science.

In the medical field, vinyltrimethylsilane is employed in the preparation of medical devices, where it is used to enhance the properties of silicone rubber, making it more flexible and durable. Additionally, the compound is used in the development of biomedical devices such as catheters, implants, and prosthetics, where its biocompatibility and mechanical properties are essential for ensuring the functionality and safety of medical devices.

The versatility of vinyltrimethylsilane extends to its use in the creation of functionalized materials for a wide range of industries, from adhesives and sealants to medical devices and electronic components. Its ability to promote crosslinking and modify surface properties makes it a key component in the production of high-performance materials with specific, customized properties.

In conclusion, vinyltrimethylsilane is an important organosilicon compound with a variety of applications across several industries. Its role as a coupling agent, its ability to enhance adhesion, and its reactivity in polymerization processes make it an essential component in the production of high-performance materials used in adhesives, coatings, medical devices, and electronics. Ongoing research into the applications and potential uses of vinyltrimethylsilane continues to expand its scope, further demonstrating its importance in modern industrial processes.