473294

Bis(pinacolato)diboron

99%

• 동의어(들): 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane
• 실험식(Hill 표기법): C₁₂H₂₄B₂O₄
• CAS Number: 73183-34-3
• Molecular Weight: 253.94
• MDL number: MFCD00799570
• UNSPSC 코드: 12352103
• PubChem Substance ID: 24870893
• NACRES: NA.22

속성

• 분석: 99%
• 형태: powder (or crystals)
• mp: 137-140 °C (lit.)
• SMILES string: 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
• InChI key: IPWKHHSGDUIRAH-UHFFFAOYSA-N

설명

일반 설명

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.

애플리케이션

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.

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: Eyeshields, Gloves, type N95 (US)