473294

Bis(pinacolato)diboron

99%

• Sinonimo/i: 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane
• Formula empirica (notazione di Hill): C₁₂H₂₄B₂O₄
• Numero CAS: 73183-34-3
• Peso molecolare: 253.94
• Numero MDL: MFCD00799570
• Codice UNSPSC: 12352103
• ID PubChem: 24870893
• NACRES: NA.22

Proprietà

• Saggio: 99%
• Forma fisica: powder (or crystals)
• Punto di fusione: 137-140 °C (lit.)
• Stringa SMILE: 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; IPWKHHSGDUIRAH-UHFFFAOYSA-N

Descrizione

Descrizione generale

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.

Applicazioni

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.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type N95 (US)