473294

Bis(pinacolato)diboron

99%

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

Propriedades

• Ensaio: 99%
• forma: powder (or crystals)
• pf: 137-140 °C (lit.)
• cadeia de caracteres 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
• chave InChI: IPWKHHSGDUIRAH-UHFFFAOYSA-N

Descrição

Descrição geral

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.

Aplicação

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.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Gloves, type N95 (US)