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pinacolborane
Sign in to saveAlso known as 4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Pinacolborane is the borane with the formula (CH3)4C2O2BH. Often pinacolborane is abbreviated HBpin. It features a boron hydride functional group incorporated in a five-membered C2O2B ring. Like related boron alkoxides, pinacolborane is monomeric. It is a colorless liquid. It features a reactive B-H functional group.
Chemical data
- Formula
- C6H12BO2
- Molecular weight
- 126.97 g/mol
- SMILES
- [B]1OC(C(O1)(C)C)(C)C
- InChIKey
- LZPWAYBEOJRFAX-UHFFFAOYSA-N
- Polar surface area
- 18.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 127.093035024
Show 3 more facts
- chemical formula
- C₆H₁₃BO₂
- canonical SMILES
- [B]1OC(C(O1)(C)C)(C)C
- Commons category
- Pinacolborane
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Use in organic synthesis
- Related compounds
- References
Pinacolborane is the borane with the formula (CH3)4C2O2BH. Often pinacolborane is abbreviated HBpin. It features a boron hydride functional group incorporated in a five-membered C2O2B ring. Like related boron alkoxides, pinacolborane is monomeric. It is a colorless liquid. It features a reactive B-H functional group.
==Use in organic synthesis== In the presence of catalysts, pinacolborane hydroborates alkenes and, less rapidly, alkynes.
Excerpted from Wikipedia’s “pinacolborane” article, available under the CC BY-SA 4.0 licence.