Oxidative Coupling
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Oxidative Coupling
Oxidative coupling in chemistry is a coupling reaction of two molecular entities through an oxidative process. Usually oxidative couplings are catalysed by a transition metal complex like in classical cross-coupling reactions, although the underlying mechanism is different due to the oxidation process that requires an external (or internal) oxidant. Many such couplings utilize dioxygen as the stoichiometric oxidant but proceed by electron transfer. C-C Couplings Many oxidative couplings generate new C-C bonds. Early examples involve coupling of terminal alkynes: :2 RC≡CH + 2 Cu(I) → RC≡C-C≡CR + 2 Cu + 2 H+ Coupling of methane Coupling reactions involving methane are highly sought, related to C1 chemistry because C2 derivatives are far more valuable than methane. The oxidative coupling of methane gives ethylene: : 2 + → + 2 Aromatic coupling In oxidative aromatic coupling the reactants are electron-rich aromatic compounds. Typical substrates are phenol ...
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Chemistry
Chemistry is the scientific study of the properties and behavior of matter. It is a natural science that covers the elements that make up matter to the compounds made of atoms, molecules and ions: their composition, structure, properties, behavior and the changes they undergo during a reaction with other substances. Chemistry also addresses the nature of chemical bonds in chemical compounds. In the scope of its subject, chemistry occupies an intermediate position between physics and biology. It is sometimes called the central science because it provides a foundation for understanding both basic and applied scientific disciplines at a fundamental level. For example, chemistry explains aspects of plant growth ( botany), the formation of igneous rocks ( geology), how atmospheric ozone is formed and how environmental pollutants are degraded ( ecology), the properties of the soil on the moon ( cosmochemistry), how medications work (pharmacology), and how to collect DNA ...
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Ellagic Acid
Ellagic acid is a polyphenol found in numerous fruits and vegetables. It is the dilactone of hexahydroxydiphenic acid. Name The name comes from the French term ''acide ellagique'', from the word ''galle'' spelled backwards because it can be obtained from ''noix de galle'' (galls), and to distinguish it from ''acide gallique'' (gallic acid). The molecule structure resembles to that of two gallic acid molecules being assembled "head to tail" and bound together by a C–C bond (as in biphenyl, or in diphenic acid) and two lactone links (cyclic carboxylic esters). Metabolism Biosynthesis Plants produce ellagic acid from hydrolysis of tannins such as ellagitannin and geraniin. Biodegradation Urolithins are gut flora human metabolites of dietary ellagic acid derivatives. Ellagic acid has low bioavailability, with 90% remaining unabsorbed from the intestines until metabolized by microflora to the more bioavailable urolintins. History Ellagic acid was first discovered b ...
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Oxygen Evolution
Oxygen evolution is the process of generating molecular oxygen (O2) by a chemical reaction, usually from water. Oxygen evolution from water is effected by oxygenic photosynthesis, electrolysis of water, and thermal decomposition of various oxides. The biological process supports aerobic life. When relatively pure oxygen is required industrially, it is isolated by distillation of liquified air. Oxygen evolution in nature Photosynthetic oxygen evolution is the fundamental process by which oxygen is generated in earth's biosphere. The reaction is part of the light-dependent reactions of photosynthesis in cyanobacteria and the chloroplasts of green algae and plants. It utilizes the energy of light to split a water molecule into its protons and electrons for photosynthesis. Free oxygen, generated as a by-product of this reaction, is released into the atmosphere. Water oxidation is catalyzed by a manganese-containing cofactor contained in photosystem II known as the oxygen-evol ...
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CuCl2 Naphthol Coupling
Copper(I) chloride, commonly called cuprous chloride, is the lower chloride of copper, with the formula CuCl. The substance is a white solid sparingly soluble in water, but very soluble in concentrated hydrochloric acid. Impure samples appear green due to the presence of copper(II) chloride (CuCl2). History Copper(I) chloride was first prepared by Robert Boyle in the mid-seventeenth century from mercury(II) chloride ("Venetian sublimate") and copper metal: :HgCl2 + 2 Cu → 2 CuCl + Hg In 1799, Joseph Proust, J.L. Proust characterized the two different chlorides of copper. He prepared CuCl by heating CuCl2 at red heat in the absence of air, causing it to lose half of its combined chlorine followed by removing residual CuCl2 by washing with water. An acidic solution of CuCl was formerly used for analysis of carbon monoxide content in gases, for example in Hempel's gas apparatus. This application was significant during the nineteenth and early twentieth centuries when coal ...
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Copper(II) Chloride
Copper(II) chloride is the chemical compound with the chemical formula CuCl2. The anhydrous form is yellowish brown but slowly absorbs moisture to form a blue-green dihydrate. Both the anhydrous and the dihydrate forms occur naturally as the very rare minerals tolbachite and eriochalcite, respectively.Marlene C. Morris, Howard F. McMurdie, Eloise H. Evans, Boris Paretzkin, Harry S. Parker, and Nicolas C. Panagiotopoulos (1981) ''Copper chloride hydrate (eriochalcite)'', in Standard X-ray Diffraction Powder PatternsNational Bureau of Standards, Monograph 25, Section 18; page 33. Structure Anhydrous CuCl2 adopts a distorted cadmium iodide structure. In this motif, the copper centers are octahedral. Most copper(II) compounds exhibit distortions from idealized octahedral geometry due to the Jahn-Teller effect, which in this case describes the localization of one d-electron into a molecular orbital that is strongly antibonding with respect to a pair of chloride ligands. In CuCl2 ...
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Alexander Dianin
Aleksandr Pavlovich Dianin (russian: Александр Павлович Дианин; 20 April 1851 – 6 December 1918) was a Russian chemist from Saint Petersburg. He carried out studies on phenols and discovered a phenol derivative now known as bisphenol A and the accordingly named Dianin's compound. He was married to the adopted daughter of fellow chemist Alexander Borodin. In 1887, Dianin succeeded his father-in-law as chair of the Chemistry Department at the Imperial Medical-Surgical Academy in St. Petersburg (now the S.M. Kirov Military Medical Academy). Bisphenol A and Dianin's compound Dianin's method for preparing bisphenol A from 1891 remains the most widely-known approach to this important compound, though the method has been refined for industrial-scale synthesis. It involves the catalysed condensation of a 2:1 mixture of phenol and acetone in the presence of concentrated hydrochloric acid or sulfuric acid. The reaction proceeds readily at room temperature prod ...
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Iron(III) Chloride
Iron(III) chloride is the inorganic compound with the formula . Also called ferric chloride, it is a common compound of iron in the +3 oxidation state. The anhydrous compound is a crystalline solid with a melting point of 307.6 °C. The colour depends on the viewing angle: by reflected light the crystals appear dark green, but by transmitted light they appear purple-red. Structure and properties Anhydrous Anhydrous iron(III) chloride has the structure, with octahedral Fe(III) centres interconnected by two-coordinate chloride ligands. Iron(III) chloride has a relatively low melting point and boils at around 315 °C. The vapor consists of the dimer (like aluminium chloride) which increasingly dissociates into the monomeric (with D3h point group molecular symmetry) at higher temperature, in competition with its reversible decomposition to give iron(II) chloride and chlorine gas. Hydrates In addition to the anhydrous material, ferric chloride forms four hydrates. ...
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Silver Oxide
Silver oxide is the chemical compound with the formula Ag2O. It is a fine black or dark brown powder that is used to prepare other silver compounds. Preparation Silver oxide can be prepared by combining aqueous solutions of silver nitrate and an alkali hydroxide. This reaction does not afford appreciable amounts of silver hydroxide due to the favorable energetics for the following reaction: :2 AgOH -> Ag2O + H2O ( p''K'' = 2.875) With suitably controlled conditions, this reaction can be used to prepare Ag2O powder with properties suitable for several uses including as a fine grained conductive paste filler. Structure and properties Ag2O features linear, two-coordinate Ag centers linked by tetrahedral oxides. It is isostructural with Cu2O. It "dissolves" in solvents that degrade it. It is slightly soluble in water due to the formation of the ion and possibly related hydrolysis products. It is soluble in ammonia solution, producing active compound of Tollens' reagent. A ...
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Arsenic Acid
Arsenic acid or trihydrogen arsenate is the chemical compound with the formula . More descriptively written as , this colorless acid is the arsenic analogue of phosphoric acid. Arsenate and phosphate salts behave very similarly. Arsenic acid as such has not been isolated, but is only found in solution, where it is largely ionized. Its hemihydrate form () does form stable crystals. Crystalline samples dehydrate with condensation at 100 °C. Properties It is a tetrahedral species of idealized symmetry ''C''3v with As–O bond lengths ranging from 1.66 to 1.71 Å. Being a triprotic acid, its acidity is described by three equilibria: :, p''K''a1 = 2.19 :, p''K''a2 = 6.94 :, p''K''a3 = 11.5 These p''K''a values are close to those for phosphoric acid. The highly basic arsenate ion () is the product of the third ionization. Unlike phosphoric acid, arsenic acid is an oxidizer, as illustrated by its ability to convert iodide to iodine. Preparation Arsenic acid is ...
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Gallic Acid
Gallic acid (also known as 3,4,5-trihydroxybenzoic acid) is a trihydroxybenzoic acid with the formula C6 H2( OH)3CO2H. It is classified as a phenolic acid. It is found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. It is a white solid, although samples are typically brown owing to partial oxidation. Salts and esters of gallic acid are termed "gallates". Isolation and derivatives Gallic acid is easily freed from gallotannins by acidic or alkaline hydrolysis. When heated with concentrated sulfuric acid, gallic acid converts to rufigallol. Hydrolyzable tannins break down on hydrolysis to give gallic acid and glucose or ellagic acid and glucose, known as gallotannins and ellagitannins, respectively. Biosynthesis Gallic acid is formed from 3-dehydroshikimate by the action of the enzyme shikimate dehydrogenase to produce 3,5-didehydroshikimate. This latter compound aromatizes. Reactions Oxidation and oxidative coupling Alkaline solutions ...
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