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Oxalate
Oxalate (systematic IUPAC name: ethanedioate) is an anion with the chemical formula . This dianion is colorless. It occurs naturally, including in some foods. It forms a variety of salts, for example sodium oxalate (), and several esters such as dimethyl oxalate (). It is a conjugate base of oxalic acid. At neutral pH in aqueous solution, oxalic acid converts completely to oxalate. Relationship to oxalic acid The dissociation of protons from oxalic acid proceeds in a determined order; as for other polyprotic acids, loss of a single proton results in the monovalent hydrogenoxalate anion . A salt with this anion is sometimes called an acid oxalate, monobasic oxalate, or hydrogen oxalate. The equilibrium constant ( ''K''a) for loss of the first proton is ( p''K''a = 1.27). The loss of the second proton, which yields the oxalate ion, has an equilibrium constant of (p''K''a = 4.28). These values imply, in solutions with neutral pH, no oxalic acid and only t ...
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Caesium Oxalate
Caesium oxalate (standard IUPAC spelling), or dicesium oxalate, or cesium oxalate (American spelling) is a chemical compound with the chemical formula . It is a caesium salt of oxalic acid. It consists of caesium cations and oxalate anions . Preparation Caesium oxalate can be prepared by passing carbon monoxide and carbon dioxide over caesium carbonate at 380 °C: : Other alkali carbonates do not undergo transformation to oxalate. Caesium carbonate can react with oxalic acid in aqueous solution to give caesium oxalate. : Chemical Reactions Caesium oxalate can be reduced back into caesium carbonate and carbon monoxide by thermal decomposition. : Double salts Compounds that contain caesium and another element in addition to the oxalate anion are double salts of caesium and oxalate. The oxalate may form a complex with a metal that can make a salt In common usage, salt is a mineral composed primarily of sodium chloride (NaCl). When used in food, especi ...
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Oxalic Acid
Oxalic acid is an organic acid with the systematic name ethanedioic acid and chemical formula , also written as or or . It is the simplest dicarboxylic acid. It is a white crystalline solid that forms a colorless solution in water. Its name is derived from early investigators who 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 is a much stronger acid than acetic acid. It is a reducing agent and its conjugate bases hydrogen oxalate () and oxalate () are chelating agents for metal cations. It is used as a cleaning agent, especially for the removal of rust, because it forms a water-soluble ferric iron complex, the ferrioxalate ion. Oxalic acid typically occurs as the dihydrate with the formula . History The preparation of salts of oxalic acid from plants had been known since at least 1745, when ...
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Rubidium Oxalate
Rubidium oxalate is a chemical compound with the chemical formula . It is a rubidium salt of oxalic acid. It consists of rubidium cations and oxalate anions . Rubidium oxalate forms a monohydrate . Preparation Rubidium carbonate and oxalic acid react to form rubidium oxalate: : Rubidium oxalate can also be obtained via the thermal decomposition of rubidium formate: : Properties From an aqueous solution, rubidium oxalate crystallizes as a monohydrate in the monoclinic crystal system. and is isomorphic to potassium oxalate monohydrate . Two forms of the anhydrous form () exist at room temperature: one form is monoclinic and isotypic to caesium oxalate (), the other is orthorhombic and isotypic to potassium oxalate (). Freshly prepared anhydrous rubidium oxalate initially contains mainly the monoclinic form, but this slowly transforms irreversibly into the orthorhombic form. In 2004, two more high-temperature forms of rubidium oxalate were discovered. Crystal data of ...
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Sodium Oxalate
Sodium oxalate, or disodium oxalate, is a chemical compound with the chemical formula . It is the sodium Salt (chemistry), salt of oxalic acid. It contains sodium cations and oxalate anions . It is a white, crystalline, odorless solid, that decomposes above 290 °C. Sodium oxalate can act as a reducing agent, and it may be used as a primary standard for standardizing potassium permanganate () solutions. The mineral form of sodium oxalate is natroxalate. It is only very rarely found and restricted to extremely Soil salinity#Sodic soils, sodic conditions of ultra-alkaline pegmatites. Preparation Sodium oxalate can be prepared through the Neutralization (chemistry), neutralization of oxalic acid with sodium hydroxide (NaOH) in a 1:2 acid-to-Base (chemistry), base Mole (unit), molar ratio. Evaporation yields the anhydrous oxalate that can be thoroughly dried by heating to between 200 and 250 °C. Half-neutralization can be accomplished with NaOH in a 1:1 ratio which produces , Acid ...
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Hydrogenoxalate
Hydrogenoxalate or hydrogen oxalate ''(IUPAC name: 2-Hydroxy-2-oxoacetate)'' is an anion with chemical formula or , derived from oxalic acid by the loss of a single proton; or, alternatively, from the oxalate anion by addition of a proton. The name is also used for any salt containing this anion. Especially in older literature, hydrogenoxalates may also be referred to as bioxalates, acid oxalates, or monobasic oxalates. Hydrogenoxalate is amphoteric, in that it can react both as an acid or a base. Well characterized salts include sodium hydrogenoxalate (), potassium hydrogenoxalate (), ammonium hydrogenoxalate (), rubidium hydrogenoxalate () and dimethylammonium hydrogenoxalate (). Structure Most hydrogenoxalate salts are hydrated. For example, potassium hydrogen oxalate crystallizes as . These materials exhibit extended structures resulting from extensive hydrogen bonding and anion-cation interactions. The hydrates dehydrate upon heating: : Proton transfer in hydrogen ...
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Hydrogen Oxalate
Hydrogenoxalate or hydrogen oxalate ''(IUPAC name: 2-Hydroxy-2-oxoacetate)'' is an anion with chemical formula or , derived from oxalic acid by the loss of a single proton; or, alternatively, from the oxalate anion by addition of a proton. The name is also used for any salt containing this anion. Especially in older literature, hydrogenoxalates may also be referred to as bioxalates, acid oxalates, or monobasic oxalates. Hydrogenoxalate is amphoteric, in that it can react both as an acid or a base. Well characterized salts include sodium hydrogenoxalate (), potassium hydrogenoxalate (), ammonium hydrogenoxalate (), rubidium hydrogenoxalate () and dimethylammonium hydrogenoxalate (). Structure Most hydrogenoxalate salts are hydrated. For example, potassium hydrogen oxalate crystallizes as . These materials exhibit extended structures resulting from extensive hydrogen bonding and anion-cation interactions. The hydrates dehydrate upon heating: : Proton transfer in hydrogen oxala ...
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Hydrogenoxalate
Hydrogenoxalate or hydrogen oxalate ''(IUPAC name: 2-Hydroxy-2-oxoacetate)'' is an anion with chemical formula or , derived from oxalic acid by the loss of a single proton; or, alternatively, from the oxalate anion by addition of a proton. The name is also used for any salt containing this anion. Especially in older literature, hydrogenoxalates may also be referred to as bioxalates, acid oxalates, or monobasic oxalates. Hydrogenoxalate is amphoteric, in that it can react both as an acid or a base. Well characterized salts include sodium hydrogenoxalate (), potassium hydrogenoxalate (), ammonium hydrogenoxalate (), rubidium hydrogenoxalate () and dimethylammonium hydrogenoxalate (). Structure Most hydrogenoxalate salts are hydrated. For example, potassium hydrogen oxalate crystallizes as . These materials exhibit extended structures resulting from extensive hydrogen bonding and anion-cation interactions. The hydrates dehydrate upon heating: : Proton transfer in hydrogen ...
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Dimethyl Oxalate
Dimethyl oxalate is an organic compound with the formula or . It is the dimethyl ester of oxalic acid. Dimethyl oxalate is a colorless or white solid that is soluble in water. Production Dimethyl oxalate can be obtained by esterification of oxalic acid with methanol using sulfuric acid as a catalyst: :\rm 2\ CH_3OH + (CO_2H)_2\ \xrightarrow\ (CO_2CH_3)_2 + 2\ H_2O Oxidative carbonylation route The preparation by oxidative carbonylation has attracted interest because it requires only C1 precursors: :\rm 4 \ CH_3OH + 4 \ CO + O_2 \xrightarrow\ 2 \ (CO_2CH_3)_2 + 2 \ H_2O The reaction is catalyzed by Pd2+.E. Amadio''Oxidative Carbonylation of Alkanols Catalyzed by Pd(II)-Phosphine Complexes'' PhD Thesis, Ca'Foscari University Venice, 2009 The synthesis gas is mostly obtained from coal or biomass. The oxidation proceeds via dinitrogen trioxide, which is formed according to (1) of nitrogen monoxide and oxygen and then reacts according to (2) with methanol forming methyl nitrite: ...
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Molecular Symmetry
In chemistry, molecular symmetry describes the symmetry present in molecules and the classification of these molecules according to their symmetry. Molecular symmetry is a fundamental concept in chemistry, as it can be used to predict or explain many of a molecule's chemical property, chemical properties, such as whether or not it has a molecular dipole moment, dipole moment, as well as its allowed spectroscopy, spectroscopic transitions. To do this it is necessary to use group theory. This involves classifying the states of the molecule using the irreducible representations from the character table of the symmetry group of the molecule. Symmetry is useful in the study of molecular orbitals, with applications to the Hückel method, to ligand field theory, and to the Woodward–Hoffmann rules. Many university level textbooks on physical chemistry, quantum chemistry, spectroscopy and inorganic chemistry discuss symmetry. Another framework on a larger scale is the use of crystal sy ...
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Acid
An acid is a molecule or ion capable of either donating a proton (i.e. Hydron, hydrogen cation, H+), known as a Brønsted–Lowry acid–base theory, Brønsted–Lowry acid, or forming a covalent bond with an electron pair, known as a Lewis acid. The first category of acids are the proton donors, or Brønsted–Lowry acid–base theory, Brønsted–Lowry acids. In the special case of aqueous solutions, proton donors form the hydronium ion H3O+ and are known as Acid–base reaction#Arrhenius theory, Arrhenius acids. Johannes Nicolaus Brønsted, Brønsted and Martin Lowry, Lowry generalized the Arrhenius theory to include non-aqueous solvents. A Brønsted–Lowry or Arrhenius acid usually contains a hydrogen atom bonded to a chemical structure that is still energetically favorable after loss of H+. Aqueous Arrhenius acids have characteristic properties that provide a practical description of an acid. Acids form aqueous solutions with a sour taste, can turn blue litmus red, and ...
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Acid Salt
An acid is a molecule or ion capable of either donating a proton (i.e. hydrogen cation, H+), known as a Brønsted–Lowry acid, or forming a covalent bond with an electron pair, known as a Lewis acid. The first category of acids are the proton donors, or Brønsted–Lowry acids. In the special case of aqueous solutions, proton donors form the hydronium ion H3O+ and are known as Arrhenius acids. Brønsted and Lowry generalized the Arrhenius theory to include non-aqueous solvents. A Brønsted–Lowry or Arrhenius acid usually contains a hydrogen atom bonded to a chemical structure that is still energetically favorable after loss of H+. Aqueous Arrhenius acids have characteristic properties that provide a practical description of an acid. Acids form aqueous solutions with a sour taste, can turn blue litmus red, and react with bases and certain metals (like calcium) to form salts. The word ''acid'' is derived from the Latin , meaning 'sour'. An aqueous solution of an ac ...
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Conjugate Base
A conjugate acid, within the Brønsted–Lowry acid–base theory, is a chemical compound formed when an acid gives a proton () to a base—in other words, it is a base with a hydrogen ion added to it, as it loses a hydrogen ion in the reverse reaction. On the other hand, a conjugate base is what remains after an acid has donated a proton during a chemical reaction. Hence, a conjugate base is a substance formed by the removal of a proton from an acid, as it can gain a hydrogen ion in the reverse reaction. Because some acids can give multiple protons, the conjugate base of an acid may itself be acidic. In summary, this can be represented as the following chemical reaction: \text + \text \; \ce \; \text + \text Johannes Nicolaus Brønsted and Martin Lowry introduced the Brønsted–Lowry theory, which said that any compound that can give a proton to another compound is an acid, and the compound that receives the proton is a base. A proton is a subatomic particle in the ...
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