Boron trifluoride is the inorganic compound with the formula . This pungent, colourless, and toxic gas forms white fumes in moist air. It is a useful Lewis acid and a versatile building block for other boron compounds.
The geometry of a molecule of is trigonal planar. Its D3h symmetry conforms with the prediction of VSEPR theory. The molecule has no dipole moment by virtue of its high symmetry. The molecule is isoelectronic with the carbonate anion, .
is commonly referred to as "electron deficient," a description that is reinforced by its exothermic reactivity toward Lewis bases.
In the boron trihalides, , the length of the B–X bonds (1.30 Å) is shorter than would be expected for single bonds, and this shortness may indicate stronger B–X π-bonding in the fluoride. A facile explanation invokes the symmetry-allowed overlap of a p orbital on the boron atom with the in-phase combination of the three similarly oriented p orbitals on fluorine atoms. Others point to the ionic nature of the bonds in .
is manufactured by the reaction of boron oxides with hydrogen fluoride:
Typically the HF is produced in situ from sulfuric acid and fluorite (). Approximately 2300-4500 tonnes of boron trifluoride are produced every year.
For laboratory scale reactions, is usually produced in situ using boron trifluoride etherate, which is a commercially available liquid.
Laboratory routes to the solvent-free materials are numerous. A well documented route involves the thermal decomposition of diazonium salts of :
Alternatively it arises from the reaction of sodium tetrafluoroborate, boron trioxide, and sulfuric acid:
Anhydrous boron trifluoride has a boiling point of −100.3 °C and a critical temperature of −12.3 °C, so that it can be stored as a refrigerated liquid only between those temperatures. Storage or transport vessels should be designed to withstand internal pressure, since a refrigeration system failure could cause pressures to rise to the critical pressure of 49.85 bar (4.985 MPa).
Boron trifluoride is corrosive.
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Fluorine is a chemical element with the symbol F and atomic number 9. It is the lightest halogen and exists at standard conditions as a highly toxic, pale yellow diatomic gas. As the most electronegative reactive element, it is extremely reactive, as it reacts with all other elements except for the light inert gases. Among the elements, fluorine ranks 24th in universal abundance and 13th in terrestrial abundance.
The Brønsted–Lowry theory (also called proton theory of acids and bases) is an acid–base reaction theory which was first developed by Johannes Nicolaus Brønsted and Thomas Martin Lowry independently in 1923. The basic concept of this theory is that when an acid and a base react with each other, the acid forms its conjugate base, and the base forms its conjugate acid by exchange of a proton (the hydrogen cation, or H+). This theory generalises the Arrhenius theory.
Diborane(6), commonly known as diborane, is the chemical compound with the formula B2H6. It is a toxic, colorless, and pyrophoric gas with a repulsively sweet odor. Given its simple formula, borane is a fundamental boron compound. It has attracted wide attention for its electronic structure. Several of its derivatives are useful reagents. The structure of diborane has D2h symmetry. Four hydrides are terminal, while two bridge between the boron centers. The lengths of the B–Hbridge bonds and the B–Hterminal bonds are 1.
An unprecedent asymmetric catalytic benzilic amide rearrangement for the synthesis of α,α-disubstituted piperazinones is reported. The reaction proceeds via a domino [4+1] imidazolidination/formal 1,2-nitro- gen shift/1,2-aryl or alkyl migration sequence, ...
2023
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Herein we report a mild synthesis of propargyl silanes from terminal alkynes. We exploit a bromonaphthyl-substituted silane as a silylmethyl electrophile surrogate, which participates in a Sonogashira reaction after an aryl-to-alkyl Pd-migration. Twenty-se ...
An unprecedent asymmetric catalytic benzilic amide rearrangement for the synthesis of a,a-disubstituted piperazinones is reported. The reaction proceeds via a domino [4+1] imidazolidination/formal 1,2-nitrogen shift/1,2-aryl or alkyl migration sequence, em ...