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473294 Aldrich

Bis(pinacolato)diboron

99%

Synonym: 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane

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Properties

Related Categories Boronic Acids and Derivatives, Borylation Reagents, Chemical Reagents, Chemical Synthesis, Development Quantities for Research,
InChI Key   IPWKHHSGDUIRAH-UHFFFAOYSA-N
assay   99%
mp   137-140 °C(lit.)

Description

Application

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.

Packaging

1, 5 g in poly bottle

100 g in poly bottle

25 g in glass bottle

5 kg in poly drum

500 g in glass bottle

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Boronic Acids

Most boronic acids readily undergo dehydration reactions to give a cyclic (trimer) anhydride. Our selection of boronic acids may contain varying amounts of this cyclic anhydride. Fortunately, the aci...
Aldrich ChemFiles 2007, 7.7, 3.
Keywords: Chemfiles, Coupling reactions, Dehydration reaction, Suzuki coupling

Diboron Esters

The following diboron esters are highly versatile reagents that couple with organic triflates2 and halides3 to give the corresponding boronic esters, which are readily converted to arylboronic acids....
Chemfiles Volume 4 Article 2
Keywords: Combinatorial synthesis, Coupling reactions, Suzuki coupling

Ir(I)-Catalyzed C–H Borylation

Arylboronic acids and esters are invaluable tools for the chemical community. These powerful reagents are used for a variety of transformations, most notably the Suzuki-Miyaura cross-coupling reactio...
Josephine Nakhla
Chemfiles Volume 11 Article 1
Keywords: Catalysis, Coupling reactions, Cross couplings, Infrared spectroscopy, Methods, Tools

Protocols

Miyaura Borylation Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, Thin layer chromatography

Peer-Reviewed Papers
15

References

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