Chlorodimethylsilane
[CAS# 1066-35-9]

Identification

• Classification: Chemical reagent >> Organic reagent >> Silane
• Name: Chlorodimethylsilane
• Synonyms: Dimethylchlorosilane; DMCS
• Molecular Formula: C₂H₇ClSi
• Molecular Weight: 94.62
• CAS Registry Number: 1066-35-9
• EC Number: 213-912-0
• SMILES: C[Si](C)Cl

Properties

• Water solubility: reacts
• Density: 0.852 g/mL (Expl.)
• Melting point: -111 °C (Expl.)
• Refraction index: 1.383 (Expl.)
• Boiling Point: 33.1±9.0 °C (760 mmHg), Calc.^*, 34.6 ° (Expl.)
• Flash Point: -28.9±0.0 °C, Calc.^*, -23 ° (Expl.)

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

Safety Data

• Hazard Symbols: GHS02;GHS05;GHS06 Danger
• Risk Statements: H224-H261-H314-H331
• Safety Statements: P210-P231+P232-P233-P240-P241-P242-P243-P260-P261-P264-P271-P280-P301+P330+P331-P302+P361+P354-P303+P361+P353-P304+P340-P305+P354+P338-P316-P321-P363-P370+P378-P402+P404-P403+P233-P403+P235-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Flammable liquids	Flam. Liq.	1	H224
Skin corrosion	Skin Corr.	1A	H314
Substances or mixtures which in contact with water emit flammable gases	Water-react.	3	H261
Acute toxicity	Acute Tox.	3	H331
Serious eye damage	Eye Dam.	1	H318
Flammable liquids	Flam. Liq.	2	H225
Skin corrosion	Skin Corr.	1C	H314
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Skin corrosion	Skin Corr.	1B	H314
Substances or mixtures corrosive to metals	Met. Corr.	1	H290

• Transport Information: UN 2988

Discovery and Applications

Chlorodimethylsilane (CDMS) is an important organosilicon compound that plays a key role in a variety of chemical processes. It is composed of a silicon atom bonded to two methyl groups and one chlorine atom. The structure of chlorodimethylsilane allows it to serve as a versatile reagent in organic synthesis, materials science, and industrial applications. Its ability to react with a wide range of compounds, particularly those with nucleophilic centers, makes it a valuable tool in the synthesis of silane derivatives, which are essential in many high-performance materials.

The discovery of chlorodimethylsilane can be traced back to the early development of organosilicon chemistry in the mid-20th century. As silicon-based compounds gained recognition for their unique chemical properties, such as thermal stability and resistance to oxidation, researchers began to explore their potential in industrial and commercial applications. Chlorodimethylsilane was synthesized as a simple and effective compound for introducing silicon into organic molecules. Its use became widespread in the production of silicon-based polymers and resins, which are key materials in various industries, including electronics, automotive, and construction.

Chlorodimethylsilane is primarily used as a precursor in the synthesis of other organosilicon compounds. It is a crucial reagent for the production of silane coupling agents, which are used to enhance the adhesion between inorganic materials (such as glass and metals) and organic polymers. This application is vital in the manufacturing of composite materials, where the bonding between different components must be strong and durable. The reactivity of chlorodimethylsilane, especially its ability to undergo nucleophilic substitution reactions, allows it to be used to modify surfaces, improve coatings, and enhance the mechanical properties of composite materials.

Another important application of chlorodimethylsilane is in the field of coatings and sealants. It is commonly used to modify the surface properties of materials, improving their water resistance, chemical resistance, and durability. When used in combination with other silanes, chlorodimethylsilane can help to create films that protect surfaces from corrosion, abrasion, and environmental damage. This property is especially useful in the automotive and aerospace industries, where materials are often subjected to harsh conditions.

Chlorodimethylsilane is also used in the production of siloxane polymers. These polymers are widely used in various applications, including as lubricants, adhesives, and as a component in the manufacture of waterproofing agents. The ability of chlorodimethylsilane to polymerize under specific conditions makes it an important building block for the synthesis of complex siloxane-based products. Additionally, chlorodimethylsilane plays a role in the production of silicone rubber, which has applications in electronics, medical devices, and sealant formulations.

In addition to its industrial uses, chlorodimethylsilane is employed in laboratory settings for surface functionalization and in the preparation of analytical reagents. It is often used to modify glassware surfaces in laboratories to make them more hydrophobic, preventing unwanted reactions or contamination during experiments. Its versatility also extends to its use in the production of intermediates for the synthesis of more complex organosilicon compounds, which have applications in pharmaceuticals, agriculture, and other chemical industries.

In summary, chlorodimethylsilane is a key chemical in the field of organosilicon chemistry with widespread applications in materials science, industrial manufacturing, and laboratory processes. Its reactivity and versatility make it a vital compound for the synthesis of silane-based materials, as well as for improving the performance of various coatings, adhesives, and composite materials.

References

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1984. Isolation and culture of the terminally differentiated adult mammalian ventricular cardiac muscle cell. In Vitro Cellular & Developmental Biology, 20(8), 635-642.
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