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catecholborane
Sign in to saveCatecholborane (abbreviated HBcat) is an organoboron compound that is useful in organic synthesis. This colourless liquid is a derivative of catechol and a borane, having the formula C6H4O2BH.
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Within Vinony's link graph, catecholborane is referenced by 11 other articles, and connects out to mass density, digital object identifier and chemical formula.
It is catalogued under topics including Benzene derivatives, Boranes and Chembox having GHS data.
Its subject is documented across 12 Wikipedia language editions.
Chemical data
- Formula
- C6H5BO2
- Molecular weight
- 119.92 g/mol
- IUPAC name
- 1,3,2-benzodioxaborole
- SMILES
- B1OC2=CC=CC=C2O1
- InChIKey
- CENMEJUYOOMFFZ-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
- Has part
- hydrogen
- Mass
- 120.038
Show 4 more facts
- chemical formula
- C₆H₅BO₂
- canonical SMILES
- B1OC2=CC=CC=C2O1
- melting point
- 12.0
- Commons category
- Catecholborane
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Synthesis and structure
- Reactions
- References
Catecholborane (abbreviated HBcat) is an organoboron compound that is useful in organic synthesis. This colourless liquid is a derivative of catechol and a borane, having the formula C6H4O2BH.
==Synthesis and structure== Traditionally catecholborane is produced by treating catechol with borane (BH3) in a cooled solution of THF. However, this method results in a loss of 2 mole equivalents of the hydride. Nöth and Männig described the reaction of alkali-metal boron hydride (LiBH4, NaBH4, KBH4) with tris(catecholato)bisborane in an ethereal solvent such as diethyl ether. In 2001, Herbert Brown and coworkers prepared catecholborane by treatment of tri-o-phenylene bis-borate with diborane.
Excerpted from Wikipedia’s “catecholborane” article, available under the CC BY-SA 4.0 licence.