The boiling point of bis Pinacolato Diboron is 222.67 °C.
Bis Pinacolato Diboron, frequently abbreviated as B2pin2 or (Bpin)2, is a highly versatile organoboron compound extensively used in various synthetic organic chemistry applications. At standard room temperature and pressure, it typically presents as a stable white crystalline solid. Its distinctive chemical structure, which features two pinacolato-protected boron atoms linked together, makes it an invaluable reagent for forming carbon-boron bonds. These bonds are crucial, as they serve as highly versatile intermediates in the synthesis of a broad spectrum of complex organic molecules.
Key Properties of Bis Pinacolato Diboron
Understanding the physical and chemical properties of compounds like bis Pinacolato Diboron is fundamental for their safe handling, appropriate storage, and effective utilization in both laboratory and industrial contexts. The boiling point, along with other thermodynamic properties, offers critical insights essential for processes such as compound purification, reaction optimization, and designing specific reaction conditions.
Below is a summary of some of the key physical and chemical characteristics of bis Pinacolato Diboron:
| Property | Value |
|---|---|
| Chemical Formula | C₁₂H₂₄B₂O₄ |
| Molar Mass | 253.94 g/mol |
| Appearance | White crystalline solid |
| Melting Point | ~139–141 °C |
| Boiling Point | 222.67 °C |
| Solubility | Soluble in many common organic solvents (e.g., tetrahydrofuran (THF), dichloromethane (DCM), toluene) |
Applications of Bis Pinacolato Diboron in Organic Synthesis
Bis Pinacolato Diboron is a highly valued reagent due to its stability and reactivity, serving as a reliable source of boron in a variety of catalytic reactions. Its utility in organic synthesis is diverse and impactful, particularly in bond-forming transformations:
- C-H Borylation: It enables the direct functionalization of otherwise unactivated C-H bonds, converting them into C-B bonds. This process is a powerful tool for the late-stage diversification of complex molecular structures.
- Suzuki-Miyaura Coupling: Once borylation has occurred, the resulting organoborane compounds are excellent and versatile coupling partners in the renowned Suzuki-Miyaura cross-coupling reactions, which are fundamental for forming new carbon-carbon bonds.
- Synthesis of Organoboron Compounds: Beyond direct borylation, bis Pinacolato Diboron acts as a critical precursor for the synthesis of a wide array of other organoboron reagents, which are subsequently employed in numerous diverse synthetic pathways.
The relatively high boiling point of bis Pinacolato Diboron suggests a degree of thermal stability, which can be advantageous for chemical reactions that require elevated temperatures, even though the compound is primarily used as a solid reagent.
