Thionyl Fluoride
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Thionyl Fluoride
Thionyl fluoride is the inorganic compound with the formula . This colourless gas is mainly of theoretical interest, but it is a product of the degradation of sulfur hexafluoride, an insulator in electrical equipment. The molecule adopts a distorted pyramidal structure, with Cs symmetry. The S-O and S-F distances are 1.42 and 1.58 Å, respectively. The O-S-F and F-S-F angles are 106.2 and 92.2°, respectively. Thionyl chloride and thionyl bromide have similar structures, although these compounds are liquid at room temperature. Mixed halides are also known, such as SOClF, thionyl chloride fluoride. Synthesis and reactions Thionyl fluoride can be produced by the reaction of thionyl chloride with fluoride sources such as antimony trifluoride Antimony trifluoride is the inorganic compound with the formula SbF3. Sometimes called Swarts' reagent, is one of two principal fluorides of antimony, the other being SbF5. It appears as a white solid. As well as some industrial app ...
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Thionyl Chloride
Thionyl chloride is an inorganic compound with the chemical formula . It is a moderately volatile, colourless liquid with an unpleasant acrid odour. Thionyl chloride is primarily used as a chlorinating reagent, with approximately per year being produced during the early 1990s, but is occasionally also used as a solvent. It is toxic, reacts with water, and is also listed under the Chemical Weapons Convention as it may be used for the production of chemical weapons. Thionyl chloride is sometimes confused with sulfuryl chloride, , but the properties of these compounds differ significantly. Sulfuryl chloride is a source of chlorine whereas thionyl chloride is a source of chloride ions. Production The major industrial synthesis involves the reaction of sulfur trioxide and sulfur dichloride: This synthesis can be adapted to the laboratory by heating oleum to slowly distill the sulfur trioxide into a cooled flask of sulfur dichloride. :SO3 + SCl2 -> SOCl2 + SO2 Other methods includ ...
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Thionyl Chloride
Thionyl chloride is an inorganic compound with the chemical formula . It is a moderately volatile, colourless liquid with an unpleasant acrid odour. Thionyl chloride is primarily used as a chlorinating reagent, with approximately per year being produced during the early 1990s, but is occasionally also used as a solvent. It is toxic, reacts with water, and is also listed under the Chemical Weapons Convention as it may be used for the production of chemical weapons. Thionyl chloride is sometimes confused with sulfuryl chloride, , but the properties of these compounds differ significantly. Sulfuryl chloride is a source of chlorine whereas thionyl chloride is a source of chloride ions. Production The major industrial synthesis involves the reaction of sulfur trioxide and sulfur dichloride: This synthesis can be adapted to the laboratory by heating oleum to slowly distill the sulfur trioxide into a cooled flask of sulfur dichloride. :SO3 + SCl2 -> SOCl2 + SO2 Other methods includ ...
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Thionyl Compounds
The thionyl group is SO, a sulfur atom plus an oxygen atom. It occurs in compounds such as thionyl fluoride, SOF2. Thionyl chloride, SOCl2, is a common reagent used in organic synthesis to convert carboxylic acids to acyl chlorides. In organic chemistry Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, ..., the thionyl group is known as a sulfoxide group or sulfinyl group, and has the general structure RS(=O)R'. See also * Sulfuryl References * Functional groups {{chem-stub ...
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Halogenation
In chemistry, halogenation is a chemical reaction that entails the introduction of one or more halogens into a compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs. This kind of conversion is in fact so common that a comprehensive overview is challenging. This article mainly deals with halogenation using elemental halogens (F2, Cl2, Br2, I2). Halides are also commonly introduced using salts of the halides and halogen acids. Many specialized reagents exist for and introducing halogens into diverse substrates, e.g. thionyl chloride. Organic chemistry Several pathways exist for the halogenation of organic compounds, including free radical halogenation, ketone halogenation, electrophilic halogenation, and halogen addition reaction. The nature of the substrate determines the pathway. The facility of halogenation is influenced by the halogen. Fluorine and chlorine are more electrophilic and are m ...
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Hydrogen Fluoride
Hydrogen fluoride (fluorane) is an inorganic compound with the chemical formula . This colorless gas or liquid is the principal industrial source of fluorine, often as an aqueous solution called hydrofluoric acid. It is an important feedstock in the preparation of many important compounds including pharmaceuticals and polymers, e.g. polytetrafluoroethylene (PTFE). HF is widely used in the petrochemical industry as a component of superacids. Hydrogen fluoride boils at near room temperature, much higher than other hydrogen halides. Hydrogen fluoride is an extremely dangerous gas, forming corrosive and penetrating hydrofluoric acid upon contact with moisture. The gas can also cause blindness by rapid destruction of the corneas. History In 1771 Carl Wilhelm Scheele prepared the aqueous solution, hydrofluoric acid in large quantities, although hydrofluoric acid had been known in the glass industry before then. French chemist Edmond Frémy (1814–1894) is credited with discoveri ...
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Sulfur Tetrafluoride
Sulfur tetrafluoride is the chemical compound with the formula S F4. It is a colorless corrosive gas that releases dangerous HF upon exposure to water or moisture. Despite these unwelcome characteristics, this compound is a useful reagent for the preparation of organofluorine compounds, some of which are important in the pharmaceutical and specialty chemical industries. Structure Sulfur in SF4 is in the formal +4 oxidation state. Of sulfur's total of six valence electrons, two form a lone pair. The structure of SF4 can therefore be anticipated using the principles of VSEPR theory: it is a see-saw shape, with S at the center. One of the three equatorial positions is occupied by a nonbonding lone pair of electrons. Consequently, the molecule has two distinct types of F ligands, two axial and two equatorial. The relevant bond distances are = 164.3 pm and = 154.2 pm. It is typical for the axial ligands in hypervalent molecules to be bonded less strongly. In c ...
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Phosphorus Pentafluoride
Phosphorus pentafluoride, P F5, is a phosphorus halide. It is a colourless, toxic gas that fumes in air. Preparation Phosphorus pentafluoride was first prepared in 1876 by the fluorination of phosphorus pentachloride using arsenic trifluoride, which remains a favored method: :3 PCl5 + 5 AsF3 → 3 PF5 + 5 AsCl3 Structure Single-crystal X-ray studies indicate that the PF5 has trigonal bipyramidal geometry. Thus it has two distinct types of P−F bonds (axial and equatorial): the length of an axial P−F bond is distinct from the equatorial P−F bond in the solid phase, but not the liquid or gas phases due to Berry pseudo rotation. Fluorine-19 NMR spectroscopy, even at temperatures as low as −100 °C, fails to distinguish the axial from the equatorial fluorine environments. The apparent equivalency arises from the low barrier for pseudorotation via the Berry mechanism, by which the axial and equatorial fluorine atoms rapidly exchange position ...
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Sulfur Dioxide
Sulfur dioxide (IUPAC-recommended spelling) or sulphur dioxide (traditional Commonwealth English) is the chemical compound with the formula . It is a toxic gas responsible for the odor of burnt matches. It is released naturally by volcanic activity and is produced as a by-product of copper extraction and the burning of sulfur- bearing fossil fuels. Structure and bonding SO2 is a bent molecule with ''C''2v symmetry point group. A valence bond theory approach considering just ''s'' and ''p'' orbitals would describe the bonding in terms of resonance between two resonance structures. The sulfur–oxygen bond has a bond order of 1.5. There is support for this simple approach that does not invoke ''d'' orbital participation. In terms of electron-counting formalism, the sulfur atom has an oxidation state of +4 and a formal charge of +1. Occurrence Sulfur dioxide is found on Earth and exists in very small concentrations and in the atmosphere at about 1 ppm. On other planets, ...
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Antimony Trichloride
Antimony trichloride is the chemical compound with the formula SbCl3. It is a soft colorless solid with a pungent odor and was known to alchemists as butter of antimony. Preparation Antimony trichloride is prepared by reaction of chlorine with antimony, antimony tribromide, antimony trioxide, or antimony trisulfide. It also may be made by treating antimony trioxide with concentrated hydrochloric acid. Reactions SbCl3 is readily hydrolysed and samples of SbCl3 must be protected from moisture. With a limited amount of water it forms antimony oxychloride releasing hydrogen chloride: :SbCl3 + H2O → SbOCl + 2 HCl With more water it forms which on heating to 460° under argon converts to . SbCl3 readily forms complexes with halides, but the stoichiometries are not a good guide to the composition, for example the contains a chain anion with distorted SbIII octahedra. Similarly the salt contains a polymeric anion of composition with distorted octahedral SbIII. With nitrogen donor ...
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Antimony Trifluoride
Antimony trifluoride is the inorganic compound with the formula SbF3. Sometimes called Swarts' reagent, is one of two principal fluorides of antimony, the other being SbF5. It appears as a white solid. As well as some industrial applications, it is used as a reagent in inorganic and organofluorine chemistry. Preparation and structure In solid SbF3, the Sb centres have octahedral molecular geometry and are linked by bridging fluoride ligands. Three Sb–F bonds are short (192 pm) and three are long (261 pm). Because it is a polymer, SbF3 is far less volatile than related compounds AsF3 and SbCl3. SbF3 is prepared by treating antimony trioxide with hydrogen fluoride: :Sb2O3 + 6 HF → 2 SbF3 + 3 H2O The compound is a mild Lewis acid, hydrolyzing slowly in water. With fluorine, it is oxidized to give antimony pentafluoride. :SbF3 + F2 → SbF5 Applications It is used as a fluorination reagent in organic chemistry. This application was reported by the B ...
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Antimony Trifluoride
Antimony trifluoride is the inorganic compound with the formula SbF3. Sometimes called Swarts' reagent, is one of two principal fluorides of antimony, the other being SbF5. It appears as a white solid. As well as some industrial applications, it is used as a reagent in inorganic and organofluorine chemistry. Preparation and structure In solid SbF3, the Sb centres have octahedral molecular geometry and are linked by bridging fluoride ligands. Three Sb–F bonds are short (192 pm) and three are long (261 pm). Because it is a polymer, SbF3 is far less volatile than related compounds AsF3 and SbCl3. SbF3 is prepared by treating antimony trioxide with hydrogen fluoride: :Sb2O3 + 6 HF → 2 SbF3 + 3 H2O The compound is a mild Lewis acid, hydrolyzing slowly in water. With fluorine, it is oxidized to give antimony pentafluoride. :SbF3 + F2 → SbF5 Applications It is used as a fluorination reagent in organic chemistry. This application was reported by the B ...
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