473294

Bis(pinacolato)diboron

99%

• Sinónimos: 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane
• Fórmula empírica (notación de Hill): C₁₂H₂₄B₂O₄
• Número de CAS: 73183-34-3
• Peso molecular: 253.94
• Número MDL: MFCD00799570
• Código UNSPSC: 12352103
• ID de la sustancia en PubChem: 24870893
• NACRES: NA.22

Propiedades

• grado: for analytical purposes
• Ensayo: 99%
• Formulario: powder (or crystals)
• mp: 137-140 °C (lit.)
• cadena SMILES: CC1(C)OB(OC1(C)C)B2OC(C)(C)C(C)(C)O2
• InChI: 1S/C12H24B2O4/c1-9(2)10(3,4)16-13(15-9)14-17-11(5,6)12(7,8)18-14/h1-8H3
• Clave InChI: IPWKHHSGDUIRAH-UHFFFAOYSA-N

Descripción

Descripción general

Bis(pinacolato)diboron or (B₂pin₂) is the most commonly used diborane reagent in organic synthesis due to its high stability in air and moisture. It can be synthesized by treating tetrakis(dimethylamino)diboron with pinacol in acidic conditions.

Aplicación

Reagent used for the cis-vicinal diborylation of acetylenes and olefins with Pt catalysis; borylation of aromatics by Pd catalysis.

Substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates.

Used to construct a tetramethylpyrrolidine nitroxide scaffold for the synthesis of paramagnetic heterocycles by Suzuki coupling.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)