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Bis(pinacolato)diboron, 98+%
CAS: 73183-34-3 | C12H24B2O4 | 253.94 g/mol
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Catalog number L16088.03
also known as L16088-03
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Quantity:
1 g
Chemical Identifiers
CAS73183-34-3
IUPAC Name4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane
Molecular FormulaC12H24B2O4
InChI KeyIPWKHHSGDUIRAH-UHFFFAOYSA-N
SMILESCC1(C)OB(OC1(C)C)B1OC(C)(C)C(C)(C)O1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)White to pale cream
FormLumps and/or powder
Assay (GC)≥98.0%
Identification (FTIR)Conforms (UK sourced material only)
Proton NMRConforms to structure (US sourced material only)
Bis(pinacolato)diboron is a reagent used for the cis-vicinal diborylation of acetylenes and olefins with platinum catalysis. It acts as a substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates. It is used as a condensation agent in the preparation of poly(arylene)s. It plays an essential role in Suzuki reaction and used as matrix metallo-proteinase (MMP-2) inhibitor.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Bis(pinacolato)diboron is a reagent used for the cis-vicinal diborylation of acetylenes and olefins with platinum catalysis. It acts as a substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates. It is used as a condensation agent in the preparation of poly(arylene)s. It plays an essential role in Suzuki reaction and used as matrix metallo-proteinase (MMP-2) inhibitor.
Solubility
Soluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water.
Notes
Incompatible with strong oxidizing agents.
Bis(pinacolato)diboron is a reagent used for the cis-vicinal diborylation of acetylenes and olefins with platinum catalysis. It acts as a substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates. It is used as a condensation agent in the preparation of poly(arylene)s. It plays an essential role in Suzuki reaction and used as matrix metallo-proteinase (MMP-2) inhibitor.
Solubility
Soluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water.
Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- Liu, Y.; Zhou, Y.; Wang, H.; Qu, J. FeCl2 -catalyzed hydroboration of aryl alkenes with bis(pinacolato)diboron. RSC Adv. 2015, 5 (90), 73705-73713.
- Pareek, M.; Fallon, T.; Oestreich, M. Platinum(0)-Catalyzed Indolyne Insertion into Bis(pinacolato)diboron Followed by Site-Selective Suzuki-Miyaura Cross-Coupling. Org. Lett. 2015, 17 (9), 2082-2085.