Chlorodimethylphenylsilane
[CAS# 768-33-2]

Identification

• Classification: Chemical reagent >> Organic reagent >> Silane
• Name: Chlorodimethylphenylsilane
• Synonyms: Dimethylphenylchlorosilane
• Molecular Formula: C₈H₁₁ClSi
• Molecular Weight: 170.71
• CAS Registry Number: 768-33-2
• EC Number: 212-193-0
• SMILES: C[Si](C)(C1=CC=CC=C1)Cl

Properties

• Water solubility: may decompose
• Density: 1.0±0.1 g/cm³, Calc.^*, 1.032 g/mL (Expl.)
• Index of Refraction: 1.495, Calc.^*, 1.509 (Expl.)
• Boiling Point: 196.0±9.0 ºC (760 mmHg), Calc.^*, 192-193 ºC (Expl.)
• Flash Point: 61.7±0.0 ºC, Calc.^*, 61 ºC (Expl.)

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

Safety Data

• Hazard Symbols: GHS05 Danger
• Hazard Statements: H314
• Precautionary Statements: P260-P264-P280-P301+P330+P331-P302+P361+P354-P304+P340-P305+P354+P338-P316-P321-P363-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314
Serious eye damage	Eye Dam.	1	H318
Specific target organ toxicity - single exposure	STOT SE	3	H335
Substances or mixtures corrosive to metals	Met. Corr.	1	H290

• Transport Information: UN 2987

Discovory and Applicatios

Chlorodimethylphenylsilane is an organosilicon compound characterized by a phenyl group attached to a silicon atom, which is also bonded to two methyl groups and a chlorine atom. Its molecular formula is C7H9ClSi, and it is often used in organic synthesis and materials science due to its versatility in chemical reactions and the modification of surface properties. The discovery of chlorodimethylphenylsilane can be traced back to studies on organosilicon compounds in the mid-20th century, as chemists sought to explore the unique properties of silicon-containing molecules.

The synthesis of chlorodimethylphenylsilane involves the reaction of dimethylphenylsilane with chlorine or a chlorinating agent under controlled conditions. This process introduces a chlorine atom to the silicon center, making the compound reactive in a variety of chemical transformations. Chlorodimethylphenylsilane is a valuable intermediate in the synthesis of more complex organosilicon compounds, where its reactivity towards nucleophiles, including alcohols and amines, can be exploited to create products with specialized properties.

One of the primary applications of chlorodimethylphenylsilane is in the field of surface modification. The compound is frequently used as a silanizing agent to modify the surfaces of materials such as glass, metals, and ceramics. By reacting with these surfaces, chlorodimethylphenylsilane forms a covalent bond, thereby improving adhesion, wettability, and corrosion resistance. These properties are particularly useful in industries where surface performance is critical, such as in the manufacture of electronic devices, coatings, and composites.

In addition to surface treatment, chlorodimethylphenylsilane is used in the production of specialty polymers and copolymers. When reacted with other monomers, it can introduce silicon-based functionality into the polymer chain, improving properties such as thermal stability, chemical resistance, and flexibility. These polymers find applications in the automotive, aerospace, and electronics industries, where high-performance materials are needed to withstand harsh conditions.

Chlorodimethylphenylsilane also plays a role in the synthesis of silicone-based fluids and resins. It serves as a precursor for the production of silicone oils, which are widely used as lubricants, dielectric fluids, and heat transfer fluids due to their excellent thermal stability and electrical insulating properties. Furthermore, the compound is used in the preparation of silicone resins, which are employed in coatings, adhesives, and sealants for their durability and resistance to environmental factors.

In the pharmaceutical industry, chlorodimethylphenylsilane has been explored for its potential in drug delivery systems. The compound's ability to modify surfaces and its reactivity with various functional groups make it a useful candidate for the development of controlled-release drug formulations. By incorporating chlorodimethylphenylsilane into drug delivery devices, researchers can create systems that release active pharmaceutical ingredients in a controlled manner, improving the efficacy and bioavailability of drugs.

The agricultural industry also benefits from the applications of chlorodimethylphenylsilane. It has been investigated as a potential agent for enhancing the performance of agricultural sprays and pesticides. The compound can help improve the spreadability and adherence of these products on plant surfaces, increasing their effectiveness in protecting crops from pests and diseases.

In conclusion, chlorodimethylphenylsilane is a versatile organosilicon compound with a range of applications in materials science, organic synthesis, pharmaceuticals, and agriculture. Its ability to modify surfaces and react with a variety of nucleophiles makes it an invaluable intermediate and reagent in the production of high-performance materials, specialty chemicals, and drug delivery systems. As research into its properties continues, new applications for this compound are likely to emerge, further expanding its utility in various industries.