Diethyl(3-pyridyl)-
Overview
Diethyl(3-pyridyl)borane is an organoboron reagent featuring a pyridyl group, commonly employed in transition-metal-catalyzed cross-coupling reactions. Its structure combines boron’s Lewis acidity with the pyridine ring’s coordination ability, making it valuable in synthetic chemistry. Primarily used in laboratories and industrial R&D, this compound facilitates carbon-carbon bond formation, particularly in pharmaceutical and agrochemical synthesis. Due to its sensitivity, it requires specialized handling and storage to prevent degradation.
Physical and Chemical Properties
The compound typically appears as a colorless to pale yellow liquid, soluble in common organic solvents like tetrahydrofuran (THF) and diethyl ether. Its molecular weight is 147.03 g/mol, with a structure that includes a boron-ethyl bond and a 3-pyridyl substituent. Key chemical properties include air and moisture sensitivity, often requiring storage under inert atmospheres. It may exhibit pyrophoric behavior when exposed to air, necessitating strict safety protocols during use.
Main Applications
Diethyl(3-pyridyl)borane is pivotal in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl compounds widely used in drug development. Its pyridyl group enhances reactivity and selectivity in coupling with aryl halides. Beyond pharmaceuticals, it serves as a building block for functional materials and ligands in catalysis. Its niche applications include fine chemical production and academic research on boron chemistry.
Safety and Storage
Due to its flammability and corrosiveness, the compound must be stored in sealed, inert-gas-filled containers away from moisture and oxygen. Laboratories should use flame-resistant cabinets and conduct operations in fume hoods. Personal protective equipment (PPE) like nitrile gloves and safety goggles is mandatory. Spills require immediate neutralization with inert absorbents (e.g., sand) followed by disposal as hazardous waste.
B2B Procurement Guide
Industrial buyers should prioritize suppliers with certifications (e.g., ISO) and batch-specific COAs (Certificates of Analysis) to ensure purity (≥95%). Packaging in ampoules or Schlenk flasks under argon is ideal for stability. Pricing varies by quantity and purity; bulk orders (100g+) may reduce costs by 10–20%. Consider regional logistics for hazardous material transport compliance (e.g., UN/DOT regulations).
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