The Chemistry of 3-Chloropropyltrimethylsilane: Properties and Synthesis Insights
3-Chloropropyltrimethylsilane (CAS 2344-83-4) is a fascinating organosilicon compound that plays a critical role as an intermediate in numerous chemical processes. Understanding its fundamental chemistry, including its physical properties and common synthesis routes, is essential for chemists and material scientists who utilize it. As a manufacturer, we are privy to the intricacies of this versatile molecule and aim to share valuable insights for those looking to buy or work with it.
Key Chemical and Physical Properties
At room temperature, 3-Chloropropyltrimethylsilane presents as a clear liquid. Its molecular formula is C6H15ClSi, and it has a molecular weight of approximately 150.72 g/mol. The compound's boiling point is around 151 °C, and its flash point is approximately 49 °C, indicating it is a flammable liquid requiring appropriate handling precautions. The density is about 0.879 g/mL. The molecule's structure features a silicon atom bonded to three methyl groups and a propyl chain terminated with a chlorine atom. This arrangement is key to its reactivity and applications.
Reactivity: The Chloropropyl Group
The primary reactive site in 3-Chloropropyltrimethylsilane is the chlorine atom on the propyl chain. This primary alkyl halide is susceptible to nucleophilic substitution reactions (SN2). This allows for the introduction of various nucleophiles, such as amines, alcohols, thiols, or carbanions, effectively elongating the carbon chain or attaching new functional groups. This reactivity is what makes it a powerful tool for building more complex molecules. For instance, reacting it with an amine can lead to the formation of a silane-functionalized amine, a common precursor in polymer synthesis or surface modification.
The Role of the Trimethylsilyl Group
The trimethylsilyl (TMS) group, -Si(CH3)3, provides significant stability to the molecule. Silicon-carbon bonds are generally robust. The TMS group can also influence the molecule's solubility, often making it more soluble in organic solvents compared to purely organic analogues. In some synthetic strategies, the TMS group can also serve as a leaving group under specific conditions, although this is less common for the alkyl silanes compared to other silicon functionalities. Its presence is crucial for tailoring the overall properties and compatibility of the molecule in various media.
Synthesis Considerations for Manufacturers
The synthesis of 3-Chloropropyltrimethylsilane typically involves reactions that form the Si-C bond and introduce the chlorine functionality. A common approach involves the hydrosilylation of allyl chloride with trimethylsilane, or related silanes. Alternatively, it can be synthesized through the reaction of chloropropyl Grignard reagents with trimethylsilyl chloride. Manufacturers invest in optimizing these processes to achieve high yields and purity, often starting with high-quality raw materials. Ensuring efficient purification methods, such as distillation, is paramount to achieving the desired 95%+ purity that buyers expect when they purchase this chemical.
Applications Driven by Chemistry
The chemistry of 3-Chloropropyltrimethylsilane directly translates into its diverse applications. Its reactivity allows it to be used as a linker in organic synthesis, a surface modification agent, a precursor for specialty polymers, and a building block for complex organosilicon compounds. For researchers and industry professionals, understanding these chemical principles helps in designing novel applications and utilizing this compound to its fullest potential. When you buy 3-Chloropropyltrimethylsilane from a reputable supplier, you are investing in a well-characterized molecule ready to be transformed into your next innovation.
Perspectives & Insights
Silicon Analyst 88
“The compound's boiling point is around 151 °C, and its flash point is approximately 49 °C, indicating it is a flammable liquid requiring appropriate handling precautions.”
Quantum Seeker Pro
“The molecule's structure features a silicon atom bonded to three methyl groups and a propyl chain terminated with a chlorine atom.”
Bio Reader 7
“Reactivity: The Chloropropyl GroupThe primary reactive site in 3-Chloropropyltrimethylsilane is the chlorine atom on the propyl chain.”