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Oxalyl Fluoride
Oxalyl fluoride is the organofluorine compound with the formula (COF)2. It is a fluorinated derivative of oxalic acid. This colorless liquid is prepared by reaction of sodium fluoride with oxalyl chloride. Oxalyl fluoride is being investigated for use in etching as a replacement for compounds which have the liability of high global warming potential. See also * Oxalyl chloride * Oxalyl bromide * Dioxane tetraketone * Oxalyl The oxalyl cation, also known as ''oxalic'', has the chemical formula 2O2sup>2+. It is the cation derived from oxalic acid. Chemical compounds containing the oxalyl cation include: Related compounds/ions * Oxalic acid, C2O4H2 *The oxalate ani ... References Acyl fluorides Inorganic carbon compounds Carbon oxohalides {{Organohalide-stub ...
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Organofluorine Compound
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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Fluorine
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. Fluorite, the primary mineral source of fluorine which gave the element its name, was first described in 1529; as it was added to metal ores to lower their melting points for smelting, the Latin verb meaning 'flow' gave the mineral its name. Proposed as an element in 1810, fluorine proved difficult and dangerous to separate from its compounds, and several early experimenters died or sustained injuries from their attempts. Only in 1886 did French chemist Henri Moissan isolate elemental fluorine using low-temperature electrolysis, a process still employed for modern pr ...
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Oxalic Acid
Oxalic acid is an organic acid with the systematic name ethanedioic acid and formula . It is the simplest dicarboxylic acid. It is a white crystalline solid that forms a colorless solution in water. Its name comes from the fact that early investigators isolated oxalic acid from flowering plants of the genus ''Oxalis'', commonly known as wood-sorrels. It occurs naturally in many foods. Excessive ingestion of oxalic acid or prolonged skin contact can be dangerous. Oxalic acid has much greater acid strength than acetic acid. It is a reducing agent and its conjugate base, known as oxalate (), is a chelating agent for metal cations. Typically, oxalic acid occurs as the dihydrate with the formula . History The preparation of salts of oxalic acid (crab acid) from plants had been known, at least since 1745, when the Dutch botanist and physician Herman Boerhaave isolated a salt from wood sorrel. By 1773, François Pierre Savary of Fribourg, Switzerland had isolated oxalic acid from i ...
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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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Oxalyl Chloride
Oxalyl chloride is an organic chemical compound with the formula (COCl)2. This colorless, sharp-smelling liquid, the diacyl chloride of oxalic acid, is a useful reagent in organic synthesis. Preparation Oxalyl chloride was first prepared in 1892 by the French chemist Adrien Fauconnier, who reacted diethyl oxalate with phosphorus pentachloride. It can also be prepared by treating oxalic acid with phosphorus pentachloride. Oxalyl chloride is produced commercially from ethylene carbonate. Photochlorination gives the tetrachloride, which is subsequently degraded: :C2H4O2CO + 4 Cl2 → C2Cl4O2CO + 4 HCl :C2Cl4O2CO → C2O2Cl2 + COCl2 Reactions Oxalyl chloride reacts with water giving off gaseous products only: hydrogen chloride (HCl), carbon dioxide (CO2), and carbon monoxide (CO). : In this, it is quite different from other acyl chlorides which hydrolyze with formation of hydrogen chloride and the original carboxylic acid. Applications in organic synthesis Oxidation of ...
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Global Warming Potential
Global warming potential (GWP) is the heat absorbed by any greenhouse gas in the atmosphere, as a multiple of the heat that would be absorbed by the same mass of carbon dioxide (). GWP is 1 for . For other gases it depends on the gas and the time frame. Carbon dioxide equivalent (e or eq or -e) is calculated from GWP. For any gas, it is the mass of that would warm the earth as much as the mass of that gas. Thus it provides a common scale for measuring the climate effects of different gases. It is calculated as GWP times mass of the other gas. Methane has GWP (over 100 years) of 27.9 meaning that, for example, a leak of a tonne of methane is equivalent to emitting 27.9 tonnes of carbon dioxide. Similarly a tonne of nitrous oxide, from manure for example, is equivalent to 273 tonnes of carbon dioxide. Values Carbon dioxide is the reference. It has a GWP of 1 regardless of the time period used. emissions cause increases in atmospheric concentrations of that will last thousands ...
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Oxalyl Chloride
Oxalyl chloride is an organic chemical compound with the formula (COCl)2. This colorless, sharp-smelling liquid, the diacyl chloride of oxalic acid, is a useful reagent in organic synthesis. Preparation Oxalyl chloride was first prepared in 1892 by the French chemist Adrien Fauconnier, who reacted diethyl oxalate with phosphorus pentachloride. It can also be prepared by treating oxalic acid with phosphorus pentachloride. Oxalyl chloride is produced commercially from ethylene carbonate. Photochlorination gives the tetrachloride, which is subsequently degraded: :C2H4O2CO + 4 Cl2 → C2Cl4O2CO + 4 HCl :C2Cl4O2CO → C2O2Cl2 + COCl2 Reactions Oxalyl chloride reacts with water giving off gaseous products only: hydrogen chloride (HCl), carbon dioxide (CO2), and carbon monoxide (CO). : In this, it is quite different from other acyl chlorides which hydrolyze with formation of hydrogen chloride and the original carboxylic acid. Applications in organic synthesis Oxidation of ...
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Oxalyl Bromide
The oxalyl cation, also known as ''oxalic'', has the chemical formula 2O2sup>2+. It is the cation derived from oxalic acid. Chemical compounds containing the oxalyl cation include: Related compounds/ions *Oxalic acid, C2O4H2 *The oxalate anion, 2O4sup>2− *Oxalic anhydride, C2O3 *Acyl halides of oxalic acid, including: :*Oxalyl chloride, C2O2Cl2 :*Oxalyl fluoride Oxalyl fluoride is the organofluorine compound with the formula (COF)2. It is a fluorinated derivative of oxalic acid. This colorless liquid is prepared by reaction of sodium fluoride with oxalyl chloride. Oxalyl fluoride is being investigated f ..., C2O2F2 Oxycations {{chem-stub ...
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Dioxane Tetraketone
Dioxane tetraketone (or 1,4-dioxane-2,3,5,6-tetrone) is an organic compound with the formula C4O6. It is an oxide of carbon (an oxocarbon), which can be viewed as the fourfold ketone of dioxane. It can also be viewed as the cyclic dimer of oxiranedione (C2O3), the hypothetical anhydride of oxalic acid. In 1998, Paolo Strazzolini and others synthesized this compound by reacting oxalyl chloride (COCl)2 or the bromide (COBr)2 with a suspension of silver oxalate (Ag2C2O4) in diethyl ether at −15 °C, followed by evaporation of the solvent at low temperature and pressure. The substance is stable when dissolved in ether and trichloromethane at −30 °C, but decomposes into a 1:1 mixture of carbon monoxide (CO) and carbon dioxide Carbon dioxide (chemical formula ) is a chemical compound made up of molecules that each have one carbon atom covalently double bonded to two oxygen atoms. It is found in the gas state at room temperature. In the air, carbon dioxide is trans ...
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Oxalyl
The oxalyl cation, also known as ''oxalic'', has the chemical formula 2O2sup>2+. It is the cation derived from oxalic acid. Chemical compounds containing the oxalyl cation include: Related compounds/ions * Oxalic acid, C2O4H2 *The oxalate anion, 2O4sup>2− *Oxalic anhydride, C2O3 *Acyl halides of oxalic acid, including: :*Oxalyl chloride, C2O2Cl2 :*Oxalyl fluoride Oxalyl fluoride is the organofluorine compound with the formula (COF)2. It is a fluorinated derivative of oxalic acid. This colorless liquid is prepared by reaction of sodium fluoride with oxalyl chloride. Oxalyl fluoride is being investigated ..., C2O2F2 Oxycations {{chem-stub ...
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Acyl Fluorides
In chemistry, an acyl group is a moiety derived by the removal of one or more hydroxyl groups from an oxoacid, including inorganic acids. It contains a double-bonded oxygen atom and an alkyl group (). In organic chemistry, the acyl group (IUPAC name: alkanoyl) is usually derived from a carboxylic acid, in which case it has the formula , where R represents an alkyl group that is linked to the carbon atom of the group by a single bond. Although the term is almost always applied to organic compounds, acyl groups can in principle be derived from other types of acids such as sulfonic acids and phosphonic acids. In the most common arrangement, acyl groups are attached to a larger molecular fragment, in which case the carbon and oxygen atoms are linked by a double bond. Compounds Well-known acyl compounds are the acyl chlorides, such as acetyl chloride (CH3COCl) and benzoyl chloride (C6H5COCl). These compounds, which are treated as sources of acylium cations, are good reagents for att ...
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Inorganic Carbon Compounds
In chemistry, an inorganic compound is typically a chemical compound that lacks carbon–hydrogen bonds, that is, a compound that is not an organic compound. The study of inorganic compounds is a subfield of chemistry known as ''inorganic chemistry''. Inorganic compounds comprise most of the Earth's crust, although the compositions of the deep mantle remain active areas of investigation. Some simple carbon compounds are often considered inorganic. Examples include the allotropes of carbon (graphite, diamond, buckminsterfullerene, etc.), carbon monoxide, carbon dioxide, carbides, and the following salts of inorganic anions: carbonates, cyanides, cyanates, and thiocyanates. Many of these are normal parts of mostly organic systems, including organisms; describing a chemical as inorganic does not necessarily mean that it does not occur within living things. History Friedrich Wöhler's conversion of ammonium cyanate into urea in 1828 is often cited as the starting point of modern ...
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