For chemists engaged in synthesizing complex organic molecules, a thorough understanding of the properties of their starting materials and intermediates is essential. 1-(Triisopropylsilyl)pyrrole (TISP), identified by CAS number 87630-35-1, is an organosilicon compound that offers a unique combination of stability and reactivity, making it a valuable asset in the laboratory. As a trusted manufacturer and supplier, we aim to provide detailed insights into its chemical characteristics to facilitate its effective use.

At its core, TISP is a derivative of pyrrole, a five-membered aromatic heterocycle containing nitrogen. The key modification is the attachment of a triisopropylsilyl (TIPS) group to the nitrogen atom. This bulky silyl substituent significantly influences the compound's physical and chemical behavior. For instance, TISP is typically described as a colorless to almost colorless liquid. Its boiling point is reported around 78 °C at 0.4 mm Hg, indicating moderate volatility under reduced pressure. The density is approximately 0.904 g/mL at 25 °C, and its refractive index is around n20/D 1.492, consistent with many organic liquids. These physical properties are important considerations for handling, storage, and reaction setup.

Chemically, the triisopropylsilyl group provides steric hindrance and electronic stabilization to the pyrrole ring. This makes TISP more resistant to degradation and oxidation compared to unsubstituted pyrrole. Importantly, the silyl group directs electrophilic substitution reactions primarily to the β-position of the pyrrole ring. This regioselectivity is highly advantageous for chemists aiming to introduce specific functional groups in a controlled manner. Reactions like perfluoroalkylation and Vilsmeier formylation, where TISP is frequently used, leverage this controlled reactivity.

TISP is also known to be moisture-sensitive, a common characteristic of many silyl compounds. Proper storage under an inert atmosphere, preferably at cool temperatures (e.g., 2-8°C), is recommended to maintain its integrity. For those looking to purchase 1-(Triisopropylsilyl)pyrrole, partnering with a supplier that emphasizes proper packaging and storage conditions is vital to ensure the received product is of the highest quality. Understanding these chemical properties allows researchers to optimize their synthetic protocols and achieve better yields.

As a dedicated manufacturer and supplier of fine chemicals, we offer TISP with guaranteed purity and comprehensive technical data. If you are seeking to buy 1-(Triisopropylsilyl)pyrrole for your laboratory or production needs, consider our commitment to quality and service. Our expertise ensures that you receive a reliable chemical intermediate, backed by robust supplier support. Inquire about our pricing and availability to integrate this versatile building block into your next synthetic project.