This article is about a specific compound. For the class of compounds, see boranes. For the edition of the Hebrew Bible known as BH5, see Biblia Hebraica Quinta.
Borane
Names
IUPAC names
Borane[1]
Systematic IUPAC name
Borane (substitutive)
Trihydridoboron (additive)
Other names
borine
boron trihydride
hydrogen boride
Identifiers
CAS Number
13283-31-3
3D model (JSmol)
Interactive image
ChEBI
CHEBI:30149
ChemSpider
6091
Gmelin Reference
44
PubChem CID
6331
InChI
InChI=1S/BH3/h1H3
Key: UORVGPXVDQYIDP-UHFFFAOYSA-N
SMILES
B
Properties
Chemical formula
BH3
Molar mass
13.83 g·mol−1
Appearance
colourless gas
Conjugate acid
Boronium
Thermochemistry
Std molar entropy (S⦵298)
187.88 kJ mol−1 K−1
Std enthalpy of formation (ΔfH⦵298)
106.69 kJ mol−1
Structure
Point group
D3h
Molecular shape
trigonal planar
Dipole moment
0 D
Related compounds
Related compounds
diborane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Borane, also known as borine, is an unstable and highly reactive molecule with the chemical formula BH 3. The preparation of borane carbonyl, BH3(CO), played an important role in exploring the chemistry of boranes, as it indicated the likely existence of the borane molecule.[2] However, the molecular species BH3 is a very strong Lewis acid. Consequently, it is highly reactive and can only be observed directly as a continuously produced, transitory, product in a flow system or from the reaction of laser ablated atomic boron with hydrogen.[3] It normally dimerizes to diborane in the absence of other chemicals.[4]
^"Borane".
^Burg, Anton B.; Schlesinger, H. I. (May 1937). "Hydrides of boron. VII. Evidence of the transitory existence of borine (BH 3): Borine carbonyl and borine trimethylammine". Journal of the American Chemical Society. 59 (5): 780–787. doi:10.1021/ja01284a002.
^Tague, Thomas J.; Andrews, Lester (1994). "Reactions of Pulsed-Laser Evaporated Boron Atoms with Hydrogen. Infrared Spectra of Boron Hydride Intermediate Species in Solid Argon". Journal of the American Chemical Society. 116 (11): 4970–4976. doi:10.1021/ja00090a048. ISSN 0002-7863.
^Carey, Francis A.; Sundberg, Richard J. (2007). Advanced Organic Chemistry: Part B: Reactions and Synthesis (5th ed.). New York: Springer. p. 337. ISBN 978-0387683546.
Borane, also known as borine, is an unstable and highly reactive molecule with the chemical formula BH 3. The preparation of borane carbonyl, BH3(CO)...
A borane is a compound with the formula BxHy or a related anion. Many such boranes are known. Most common are those with 1 to 12 boron atoms. Although...
Ammonia borane (also systematically named ammoniotrihydroborate[citation needed]), also called borazane, is the chemical compound with the formula H3NBH3...
Borane dimethylsulfide (BMS) is a chemical compound with the chemical formula BH3·S(CH3)2. It is an adduct between borane molecule (BH3) and dimethyl...
and carbon; typically, they are organic derivatives of borane (BH3), as in the trialkyl boranes. Organoboranes and -borates enable many chemical transformations...
Alpine borane is the commercial name for an organoboron compound that is used in organic synthesis. It is a colorless liquid, although it is usually encountered...
monoalkyl borane compounds, especially for less sterically hindered small olefins. Trisubstituted olefins can rapidly produce dialkyl boranes, but further...
Borane carbonyl is the inorganic compound with the formula H3BCO. This colorless gas is the adduct of borane and carbon monoxide. It is usually prepared...
(M = Li, Na) Triethylborane reacts with methanol to form diethyl(methoxy)borane, which is used as the chelating agent in the Narasaka–Prasad reduction for...
pyrophoric gas with a repulsively sweet odor. Given its simple formula, borane is a fundamental boron compound. It has attracted wide attention for its...
C-alkyl and B-alkyl analogues are also known in a few cases. Carboranes and boranes adopt 3-dimensional cage (cluster) geometries in sharp contrast to typical...
been extensively examined. With borane-dimethylsulfide, two equivalents of α-pinene react to give (diisopinocampheyl)borane. Reaction with 9-BBN gives the...
name Alpine Borane and the asymmetric reduction of carbonyl groups with either enantiomer of Alpine-Borane is known as Midland Alpine-Borane reduction....
substance with formula FBO. It is also called boron fluoride oxide, fluoro(oxo)borane or fluoro-oxoborane. The molecule is stable at high temperatures, but below...
been developed. n PhSiH3 → [PhSiH]n + n H2 The dehydrogenation of amine-boranes is related reaction. This process once gained interests for its potential...
Disiamylborane (bis(1,2-dimethylpropyl)borane) is an organoborane with the formula [((CH3)2CHCH(CH3))2BH]2 (abbreviation: Sia2BH). It is a colorless waxy...
Boranes are chemical compounds of boron and hydrogen, with the generic formula of BxHy. These compounds do not occur in nature. Many of the boranes readily...
rearrangement, e.g. by heating with sulfuric acid: Pinacol can be used with borane and boron trichloride to produce useful synthetic intermediates such as...