Tris(trimethylsilyl)silane, identified by CAS number 1873-77-4, is a fascinating organosilicon compound that has carved a significant niche in the field of organic chemistry. Its unique structure, featuring a central silicon atom bonded to a hydrogen atom and three trimethylsilyl groups, imparts a distinct reactivity profile that makes it highly valuable for a variety of synthetic transformations. As a premier manufacturer and supplier, NINGBO INNO PHARMCHEM CO.,LTD. is dedicated to providing high-purity Tris(trimethylsilyl)silane to researchers and industrial chemists worldwide.

Chemical Properties and Synthesis Considerations

Tris(trimethylsilyl)silane typically presents as a clear, colorless to pale yellow liquid. Its key chemical properties include a boiling point of approximately 73 °C at 5 mmHg and a density of 0.806 g/mL at 25 °C. Notably, it is sensitive to moisture and light, requiring proper handling and storage under an inert atmosphere, such as nitrogen or argon, to maintain its integrity. While the synthesis methods for TTMSS are varied, they generally involve the controlled reaction of chlorosilanes with reducing agents or organometallic species. Understanding these properties is crucial for chemists looking to buy this reagent and ensure optimal reaction conditions.

Key Applications in Organic Chemistry

The utility of Tris(trimethylsilyl)silane spans several critical areas of organic synthesis:

  • Reducing Agent: TTMSS is widely employed as a mild and effective reducing agent. It can efficiently reduce functional groups such as acid chlorides to aldehydes, and organic halides to alkanes. This selectivity makes it an excellent choice for complex molecule synthesis where preserving other functionalities is paramount. Its use as a radical-based reducing agent offers a safer alternative to traditional methods.
  • Hydrosilylation: The Si-H bond in Tris(trimethylsilyl)silane readily participates in hydrosilylation reactions. It can add across alkenes, alkynes, and carbonyl compounds, introducing silicon-containing moieties. These reactions are valuable for creating silicon-functionalized intermediates, which are important in materials science and further organic transformations.
  • Radical Chemistry: TTMSS serves as a premier silicon-based radical mediator, acting as a hydrogen atom donor. It is a favored substitute for toxic organotin hydrides in radical reactions due to its lower toxicity and easier product purification. This application is particularly important for research chemists aiming for greener synthetic pathways.
  • Heterocyclic Synthesis: Recent research has highlighted the utility of TTMSS in the synthesis of complex nitrogen-containing heterocycles, such as indoles and oxindoles, often under mild photochemical conditions. This capability makes it a valuable component for pharmaceutical intermediate synthesis.

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