Deltic Acid
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Deltic Acid
Deltic acid or dihydroxycyclopropenone is a chemical substance with the chemical formula C3O(OH)2. It can be viewed as a ketone and double Alcohol (chemistry), alcohol of cyclopropene. At room temperature, it is a stable white solid, soluble in diethyl ether, that decomposes (sometimes explosively) between 140 °C and 180 °C, and reacts slowly with water. Derivatives Deltate and salts Deltic acid is considered an acid because it is a particularly acidic Enol#Enediols, enediol, with hydroxyl groups relatively easily losing their protons (p''K''a1 = 2.57, p''K''a2 = 6.03), leaving behind the symmetric deltate anion, . The first deltate salt (chemistry), salts (of lithium and potassium) were described in 1976, also by Eggerding and West. Lithium deltate Li2C3O3 is a water-soluble white solid. Like the other cyclic dianions with formula , the deltate anion has a pronounced aromaticity, aromatic character which contributes to its relative stability. A ...
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Chemical Substance
A chemical substance is a form of matter having constant chemical composition and characteristic properties. Some references add that chemical substance cannot be separated into its constituent elements by physical separation methods, i.e., without breaking chemical bonds. Chemical substances can be simple substances (substances consisting of a single chemical element), chemical compounds, or alloys. Chemical substances are often called 'pure' to set them apart from mixtures. A common example of a chemical substance is pure water; it has the same properties and the same ratio of hydrogen to oxygen whether it is isolated from a river or made in a laboratory. Other chemical substances commonly encountered in pure form are diamond (carbon), gold, table salt (sodium chloride) and refined sugar (sucrose). However, in practice, no substance is entirely pure, and chemical purity is specified according to the intended use of the chemical. Chemical substances exist as solids, liquids, ...
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Squaric Acid
Squaric acid, also called quadratic acid because its four carbon atoms approximately form a square, is a diprotic organic acid with the chemical formula C4O2(OH)2. The conjugate base of squaric acid is the hydrogensquarate anion ; and the conjugate base of the hydrogensquarate anion is the divalent squarate anion . This is one of the oxocarbon anions, which consist only of carbon and oxygen. Squaric acid is a reagent for chemical synthesis, used for instance to make photosensitive squaraine dyes and inhibitors of protein tyrosine phosphatases. Chemical properties Squaric acid is a white crystalline powder. The onset of thermal decomposition depends on the different thermodynamic conditions such as heating rates. The structure of squaric acid is not a perfect square, as the carbon–carbon bond lengths are not quite equal. The high acidity with p''K''a = 1.5 for the first proton and p''K''a = 3.4 for the second is attributable to resonance stabilization of the anion. Because t ...
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Cyclopropenone
Cyclopropenone is an organic compound with molecular formula C3H2O consisting of a cyclopropene carbon framework with a ketone functional group. It is a colorless, volatile liquid that boils near room temperature. Neat cyclopropenone polymerizes upon standing at room temperature. The chemical properties of the compound are dominated by the strong polarization of the carbonyl group, which gives a partial positive charge with aromatic stabilization on the ring and a partial negative charge on oxygen. It is an aromatic compound. See also * Diphenylcyclopropenone * Deltic acid *Tropone Tropone or 2,4,6-cycloheptatrien-1-one is an organic compound with some importance in organic chemistry as a non-benzenoid aromatic. The compound consists of a ring of seven carbon atoms with three conjugated alkene groups and a ketone group. Th ... References {{Molecules detected in outer space Enones Simple aromatic rings Cyclopropenes Non-benzenoid aromatic carbocycles ...
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Rhodizonic Acid
Rhodizonic acid is a chemical compound with formula or . It can be seen as a twofold enol and fourfold ketone of cyclohexene, more precisely 5,6-dihydroxycyclohex-5-ene-1,2,3,4-tetrone. Rhodizonic acid is usually obtained in the form of a dihydrate . The latter is actually 2,3,5,5,6,6-hexahydroxycyclohex-2-ene-1,4-dione, where two of the original ketone groups are replaced by two pairs of geminal diols. The orange to deep-red and highly hygroscopic anhydrous acid can be obtained by low-pressure sublimation of the dihydrate. Like many other enols, rhodizonic acid can lose the hydrogen cations H+ from the hydroxyls (p''K''a1 = , p''K''a2 = at 25 °C), yielding the hydrogenrhodizonate anion and the rhodizonate anion . The latter is aromatic and symmetric, as the double bond and the negative charges are delocalized and evenly distributed over the six CO units. Rhodizonates tend to have various shades of red, from yellowish to purplish. Rhodizonic acid has been ...
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Croconic Acid
Croconic acid or 4,5-dihydroxycyclopentenetrione is a chemical compound with formula or . It has a cyclopentene backbone with two hydroxyl groups adjacent to the double bond and three ketone groups on the remaining carbon atoms. It is sensitive to light, soluble in water and ethanol and forms yellow crystals that decompose at 212 °C. The compound is acidic and loses the protons from the hydroxyl groups (p''K''a1 = and p''K''a2 = at 25 °C). The resulting anions, hydrogencroconate and croconate are also quite stable. The croconate ion, in particular, is aromatic and symmetric, as the double bond and the negative charges become delocalized over the five CO units (with two electrons, Hückel's rule means this is an aromatic configuration). The lithium, sodium and potassium croconates crystallize from water as dihydrates but the orange potassium salt can be dehydrated to form a monohydrate. The croconates of ammonium, rubidium and caesium crystallize in ...
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Acetylenediol
Acetylenediol, or ethynediol, is a chemical substance with formula HO−C≡C−OH (an ynol). It is the diol of acetylene. Acetylenediol is unstable in the condensed phase, although its tautomer glyoxal (CHO)2 is well known. Detection Acetylenediol was first observed in the gas-phase by mass spectrometry. The compound was later obtained by photolysis of squaric acid in a solid argon matrix at . Derivatives Alkoxide derivatives Like the diol, most simple ether derivatives are labile. Di-tert-butoxyacetylene is however a distillable liquid. Acetylenediolate salts Salts of the acetylenediolate (ethynediolate) dianion −O−C≡C−O− are known. They are not however prepared from ethynediol, but by the reduction of carbon monoxide. Potassium acetylenediolate (K2C2O2) was first obtained by Liebig in 1834, from the reaction of carbon monoxide with metallic potassium;Justus Liebig (1834), Annalen der Chemie und Pharmacie, volume 11, p. 182. Cited by Raymond N. Vrtis et a ...
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Coordination Compound
A coordination complex consists of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many metal-containing compounds, especially those that include transition metals (elements like titanium that belong to the Periodic Table's d-block), are coordination complexes. Nomenclature and terminology Coordination complexes are so pervasive that their structures and reactions are described in many ways, sometimes confusingly. The atom within a ligand that is bonded to the central metal atom or ion is called the donor atom. In a typical complex, a metal ion is bonded to several donor atoms, which can be the same or different. A polydentate (multiple bonded) ligand is a molecule or ion that bonds to the central atom through several of the ligand's atoms; ligands with 2, 3, 4 or even 6 bonds to the central atom are common. These compl ...
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Uranium
Uranium is a chemical element with the symbol U and atomic number 92. It is a silvery-grey metal in the actinide series of the periodic table. A uranium atom has 92 protons and 92 electrons, of which 6 are valence electrons. Uranium is weakly radioactive because all isotopes of uranium are unstable; the half-lives of its naturally occurring isotopes range between 159,200 years and 4.5 billion years. The most common isotopes in natural uranium are uranium-238 (which has 146 neutrons and accounts for over 99% of uranium on Earth) and uranium-235 (which has 143 neutrons). Uranium has the highest atomic weight of the primordially occurring elements. Its density is about 70% higher than that of lead, and slightly lower than that of gold or tungsten. It occurs naturally in low concentrations of a few parts per million in soil, rock and water, and is commercially extracted from uranium-bearing minerals such as uraninite. In nature, uranium is found as uranium-238 (99. ...
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Pentane
Pentane is an organic compound with the formula C5H12—that is, an alkane with five carbon atoms. The term may refer to any of three structural isomers, or to a mixture of them: in the IUPAC nomenclature, however, pentane means exclusively the ''n''-pentane isomer; the other two are called isopentane (methylbutane) and neopentane (dimethylpropane). Cyclopentane is not an isomer of pentane because it has only 10 hydrogen atoms where pentane has 12. Pentanes are components of some fuels and are employed as specialty solvents in the laboratory. Their properties are very similar to those of butanes and hexanes. Industrial uses Pentanes are some of the primary blowing agents used in the production of polystyrene foam and other foams. Usually, a mixture of n-, i-, and increasingly cyclopentane is used for this purpose. Acid-catalyzed isomerization gives isopentane, which is used in producing high-octane fuels. Because of their low boiling points, low cost, and relative safety, pen ...
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Carbon Monoxide
Carbon monoxide (chemical formula CO) is a colorless, poisonous, odorless, tasteless, flammable gas that is slightly less dense than air. Carbon monoxide consists of one carbon atom and one oxygen atom connected by a triple bond. It is the simplest molecule of the oxocarbon family. In coordination complexes the carbon monoxide ligand is called carbonyl. It is a key ingredient in many processes in industrial chemistry. The most common source of carbon monoxide is the partial combustion of carbon-containing compounds, when insufficient oxygen or heat is present to produce carbon dioxide. There are also numerous environmental and biological sources that generate and emit a significant amount of carbon monoxide. It is important in the production of many compounds, including drugs, fragrances, and fuels. Upon emission into the atmosphere, carbon monoxide affects several processes that contribute to climate change. Carbon monoxide has important biological roles across phylogenetic ...
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Cyclotrimerization
In organic chemistry, an alkyne trimerisation is a +2+2nbsp;cycloaddition reaction in which three alkyne units () react to form a benzene ring. The reaction requires a metal catalyst. The process is of historic interest as well as being applicable to organic synthesis. Being a cycloaddition reaction, it has high atom economy. Many variations have been developed, including cyclisation of mixtures of alkynes and alkenes as well as alkynes and nitriles. Mechanism and stereochemistry Trimerisation of acetylene to benzene is highly exergonic, proceeding with a free energy change of 142 kcal/mol at room temperature. Kinetic barriers however prevent the reaction from proceeding smoothly. The breakthrough came in 1948, when Reppe and Schweckendiek reported their wartime results showing that nickel compounds are effective catalysts: : 3 RC2H -> C6R3H3 Since this discovery, many other cyclotrimerisations have been reported. Mechanism In terms of mechanism, the reactions begi ...
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