In the realm of chemical innovation, understanding the fundamental properties of key reagents is crucial for unlocking their full potential. Tri-tert-butylphosphine (CAS 13716-12-6) is a remarkable organophosphorus compound that has garnered significant attention for its utility as a ligand in catalysis and as a building block in organic synthesis. NINGBO INNO PHARMCHEM CO.,LTD., a leading chemical manufacturer and supplier from China, is dedicated to providing access to this high-value chemical.

This article explores the distinctive chemical characteristics of Tri-tert-butylphosphine and its extensive applications, highlighting why it is a sought-after material for researchers and industrial chemists. If you are considering where to buy this compound, our insights will be invaluable.

Key Chemical Properties of Tri-tert-butylphosphine

  • Molecular Structure and Sterics: Tri-tert-butylphosphine, with the chemical formula (C4H9)3P, features a central phosphorus atom bonded to three bulky tert-butyl groups. This sterically hindered structure is central to its effectiveness as a ligand. The large volume occupied by the tert-butyl groups influences the coordination sphere around metal centers, promoting specific catalytic pathways.
  • Electronic Characteristics: It is classified as a highly electron-rich phosphine. The tert-butyl groups are strong electron donors, increasing the electron density on the phosphorus atom. This electron richness translates to enhanced nucleophilicity and reactivity when coordinated to transition metals, such as palladium.
  • Reactivity and Stability: Tri-tert-butylphosphine is sensitive to air and moisture, necessitating careful handling and storage under inert atmosphere conditions. Its melting point is around 30-35 °C, and it exists as a solid at room temperature. It is generally insoluble in water but soluble in common organic solvents.
  • Catalytic Prowess: Its unique combination of steric bulk and electronic properties makes it an exceptional ligand for palladium-catalyzed cross-coupling reactions. It is known to accelerate oxidative addition and reductive elimination steps, leading to more efficient and selective bond formations.

Diverse Applications in Chemical Synthesis

The versatility of Tri-tert-butylphosphine makes it indispensable across various scientific and industrial domains:

  • Catalysis: It is widely used as a ligand in palladium-catalyzed reactions, including Suzuki, Heck, Sonogashira, Negishi, and Buchwald-Hartwig coupling reactions. These reactions are fundamental for creating complex organic molecules, including APIs and electronic materials.
  • Organic Synthesis: It serves as a crucial reagent in Mitsunobu reactions and other important transformations that require a strong nucleophilic phosphine.
  • Materials Science: Its application extends to the development of specialized materials, such as ligands for organometallic complexes used in optoelectronics and advanced polymers.

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