4-Bromotetraphenylsilane
[CAS# 18737-40-1]

Identification

• Classification: Organic raw materials >> Organosilicon compound
• Name: 4-Bromotetraphenylsilane
• Synonyms: (4-bromophenyl)-triphenylsilane
• Molecular Formula: C₂₄H₁₉BrSi
• Molecular Weight: 415.40
• CAS Registry Number: 18737-40-1
• SMILES: C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=C(C=C4)Br

Properties

• Melting point: 175 ºC

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302
• Precautionary Statements: P261-P305+P351+P338

Discovory and Applicatios

4-Bromotetraphenylsilane is an organosilicon compound characterized by a silicon atom bonded to four phenyl groups, with one of the phenyl rings substituted with a bromine atom. This compound emerged from the exploration of organosilicon chemistry, which gained prominence in the mid-20th century due to its applications in materials science, electronics, and catalysis.

The synthesis of 4-Bromotetraphenylsilane was first reported in the 1960s, marking a significant step in the development of organosilicon compounds with functionalized phenyl groups. The bromine atom in the molecule provides a handle for further chemical modifications, making this compound valuable for various chemical reactions. The introduction of the bromine substituent allows for selective functionalization of the phenyl ring, facilitating its use in complex organic synthesis.

One of the primary applications of 4-Bromotetraphenylsilane is in the field of organic synthesis. The bromine atom serves as a versatile functional group for nucleophilic substitution reactions, enabling the introduction of various substituents into the phenyl rings. This property is particularly useful in the creation of more complex organosilicon compounds and intermediates that are essential for developing new materials and chemical products.

In materials science, 4-Bromotetraphenylsilane plays a crucial role in the development of silicon-based materials. The silicon atom, bonded to multiple phenyl groups, imparts stability and enhances the electronic properties of the materials. This compound is utilized in the synthesis of advanced polymers, organic light-emitting diodes (OLEDs), and other electronic devices. The brominated phenyl group can also participate in cross-coupling reactions, which are valuable in the formation of novel organic materials with tailored properties.

In catalysis, 4-Bromotetraphenylsilane is used as a precursor in the synthesis of silicon-based catalysts. These catalysts are important for various chemical processes, including polymerization and functionalization reactions. The presence of the bromine atom allows for further modification of the silicon center, optimizing the performance of the catalysts for specific applications.

Overall, 4-Bromotetraphenylsilane represents a significant advancement in organosilicon chemistry, offering valuable properties for organic synthesis, materials science, and catalysis. Its unique structure and reactivity continue to make it an important compound in the development of new chemical products and technologies.