Pinacolborane

Pinacolborane is the borane with the formula (CH3)4C2O2BH.  It features a five-membered C2O2B ring. Owing to the presence of the alkoxide substituents, it is a monomer. It is a colorless liquid prepared by treating borane adducts with pinacol. It features a reactive B-H functional group.

Use in organic synthesis
In the presence of catalysts, pinacolborane hydroborate alkenes and, less rapidly, alkynes.

Pinacolborane also effects catalyst-free hydroboration of aldehydes, ketones, and carboxylic acids.

Pinacolborane is used in borylation, a form of C-H activation.

Related compounds
Catecholborane

References

Category:Organoboron compounds
Category:Boranes