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Transhalogenation
Transhalogenation is a substitution reaction in which the Halogen, halide of a halide compound is exchanged for another halide. Finkelstein reaction A common method is halide metathesis. An example is the conversion of Alkyl Chloride, alkyl chloride into alkyl fluoride: :C3H5-Cl + NaF → R-F + NaCl This kind of reaction is called Finkelstein reaction. However, it is also possible, for example, to produce phosphorus fluoride compounds by transhalogenating chlorine, bromine or iodine bound to phosphorus with a metal fluoride. Details and biological use As a halogen source for transhalogenation, metal halides (such as sodium fluoride or lithium fluoride) are often used, but also the use of Onium compound, onium halides is possible. Transhalogenation has been described as a gentle method for the synthesis of fluoroorganylboranes. It is also possible to produce aryliodides from the corresponding aryl chlorides or aryl bromides. One investigation showed a possibility to perform tran ...
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Transhalogenation2
Transhalogenation is a substitution reaction in which the Halogen, halide of a halide compound is exchanged for another halide. Finkelstein reaction A common method is halide metathesis. An example is the conversion of Alkyl Chloride, alkyl chloride into alkyl fluoride: :C3H5-Cl + NaF → R-F + NaCl This kind of reaction is called Finkelstein reaction. However, it is also possible, for example, to produce phosphorus fluoride compounds by transhalogenating chlorine, bromine or iodine bound to phosphorus with a metal fluoride. Details and biological use As a halogen source for transhalogenation, metal halides (such as sodium fluoride or lithium fluoride) are often used, but also the use of Onium compound, onium halides is possible. Transhalogenation has been described as a gentle method for the synthesis of fluoroorganylboranes. It is also possible to produce aryliodides from the corresponding aryl chlorides or aryl bromides. One investigation showed a possibility to perform tran ...
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Substitution Reaction
A substitution reaction (also known as single displacement reaction or single substitution reaction) is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group. Substitution reactions are of prime importance in organic chemistry. Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to predict the product outcome in a reaction. It also is helpful for optimizing a reaction with regard to variables such as temperature and choice of solvent. A good example of a substitution reaction is halogenation. When chlorine gas (Cl2) is irradiated, some of the molecules are split into two chlorine radicals (Cl•), whose free electrons are strongly n ...
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Halogen
The halogens () are a group in the periodic table consisting of five or six chemically related elements: fluorine (F), chlorine (Cl), bromine (Br), iodine (I), astatine (At), and tennessine (Ts). In the modern IUPAC nomenclature, this group is known as group 17. The word "halogen" means "salt former" (or "salt maker"). When halogens react with metals, they produce a wide range of salts, including calcium fluoride, sodium chloride (common table salt), silver bromide and potassium iodide. The group of halogens is the only periodic table group that contains elements in three of the main states of matter at standard temperature and pressure. All of the halogens form acids when bonded to hydrogen. Most halogens are typically produced from minerals or salts. The middle halogens—chlorine, bromine, and iodine—are often used as disinfectants. Organobromides are the most important class of flame retardants, while elemental halogens are dangerous and can be toxic. History The fl ...
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Alkyl Chloride
An organochloride, organochlorine compound, chlorocarbon, or chlorinated hydrocarbon is an organic compound containing at least one covalently bonded atom of chlorine. The chloroalkane class (alkanes with one or more hydrogens substituted by chlorine) provides common examples. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious. Physical and chemical properties Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage. Natural occurrence Many organochlorine compounds have been isolate ...
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Alkyl Fluoride
Organofluorine chemistry describes the chemistry of the organofluorines, organic compounds that contain the carbon–fluorine bond. Organofluorine compounds find diverse applications ranging from oil and water repellents to pharmaceuticals, refrigerants, and reagents in catalysis. In addition to these applications, some organofluorine compounds are pollutants because of their contributions to ozone depletion, global warming, bioaccumulation, and toxicity. The area of organofluorine chemistry often requires special techniques associated with the handling of fluorinating agents. The carbon–fluorine bond Fluorine has several distinctive differences from all other substituents encountered in organic molecules. As a result, the physical and chemical properties of organofluorines can be distinctive in comparison to other organohalogens. # The carbon–fluorine bond is one of the strongest in organic chemistry (an average bond energy around 480 kJ/molKirsch, Peer ''Modern fluoroorga ...
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Finkelstein Reaction
The Finkelstein reaction named after the German chemist Hans Finkelstein, is an SN2 reaction (Substitution Nucleophilic Bimolecular reaction) that involves the exchange of one halogen atom for another. It is an equilibrium reaction, but the reaction can be driven to completion by exploiting the differential solubility of halide salts, or by using a large excess of the halide salt. :R–X   +   X′−     R–X′   +   X− Method The classic Finkelstein reaction entails the conversion of an alkyl chloride or an alkyl bromide to an alkyl iodide by treatment with a solution of sodium iodide in acetone. Sodium iodide is soluble in acetone while sodium chloride and sodium bromide are not. The reaction is driven toward products by mass action due to the precipitation of the poorly soluble NaCl or NaBr. An example involves the conversion of the ethyl ester of 5-bromovaleric acid to the iodide: :EtO2C(CH2)4Br + NaI → EtO2C(CH2)4I + ...
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Metal Halides
Metal halides are compounds between metals and halogens. Some, such as sodium chloride are ionic, while others are covalently bonded. A few metal halides are discrete molecules, such as uranium hexafluoride, but most adopt polymeric structures, such as palladium chloride. File:NaCl polyhedra.png, Sodium chloride crystal structure File:Uranium-hexafluoride-unit-cell-3D-balls.png, Discrete UF6 molecules File:Alpha-palladium(II)-chloride-xtal-3D-balls.png, Infinite chains of one form of palladium chloride Preparation The halogens can all react with metals to form metal halides according to the following equation: :2M + nX2 → 2MXn where M is the metal, X is the halogen, and MXn is the metal halide. In practice, this type of reaction may be very exothermic, hence impractical as a preparative technique. Additionally, many transition metals can adopt multiple oxidation states, which complicates matters. As the halogens are strong oxidizers, direct combination of the elements usua ...
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Sodium Fluoride
Sodium fluoride (NaF) is an inorganic compound with the formula . It is used in trace amounts in the fluoridation of drinking water, in toothpaste, in metallurgy, and as a flux. It is a colorless or white solid that is readily soluble in water. It is a common source of fluoride in the production of pharmaceuticals and is used to prevent dental cavities. In 2020, it was the 265th most commonly prescribed medication in the United States, with more than 1million prescriptions. Uses Dental caries Fluoride salts are often added to municipal drinking water (as well as to certain food products in some countries) for the purpose of maintaining dental health. The fluoride enhances the strength of teeth by the formation of fluorapatite, a naturally occurring component of tooth enamel. Although sodium fluoride is used to fluoridate water and is the standard by which other water-fluoridation compounds are gauged, hexafluorosilicic acid (H2SiF6) and its salt sodium hexafluorosilica ...
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Lithium Fluoride
Lithium fluoride is an inorganic compound with the chemical formula LiF. It is a colorless solid, that transitions to white with decreasing crystal size. Although odorless, lithium fluoride has a bitter-saline taste. Its structure is analogous to that of sodium chloride, but it is much less soluble in water. It is mainly used as a component of molten salts. Formation of LiF from the elements releases one of the highest energy per mass of reactants, second only to that of BeO. Manufacturing LiF is prepared from lithium hydroxide or lithium carbonate with hydrogen fluoride. Applications Precursor to LiPF6 for batteries Lithium fluoride is reacted with hydrogen fluoride (HF) and phosphorus pentachloride to make lithium hexafluorophosphate, an ingredient in lithium ion battery electrolyte. In molten salts Fluorine is produced by the electrolysis of molten potassium bifluoride. This electrolysis proceeds more efficiently when the electrolyte contains a few percent of LiF, possibly ...
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Onium Compound
In chemistry, an onium ion is a cation formally obtained by the protonation of mononuclear parent hydride of a pnictogen (group 15 of the periodic table), chalcogen (group 16), or halogen (group 17). The oldest-known onium ion, and the namesake for the class, is ammonium, , the protonated derivative of ammonia, . The name onium is also used for cations that would result from the substitution of hydrogen atoms in those ions by other groups, such as organic radicals, or halogens; such as tetraphenylphosphonium, . The substituent groups may be divalent or trivalent, yielding ions such as iminium and nitrilium. A simple onium ion has a charge of +1. A larger ion that has two onium ion subgroups is called a double onium ion, and has a charge of +2. A triple onium ion has a charge of +3, and so on. Compounds of an onium cation and some other anion are known as onium compounds or onium salts. Onium ions and onium compounds are inversely analogous to ions and ate complexes: *Lewis bas ...
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