Wagner-Jauregg Reaction
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Wagner-Jauregg Reaction
The Wagner-Jauregg reaction is a classic organic reaction in organic chemistry, named after (son of Julius Wagner-Jauregg), describing the double Diels–Alder reaction of 2 equivalents of maleic anhydride with a 1,1-diarylethylene. After aromatization of the bis-adduct, the ultimate reaction product is a naphthalene compound with one phenyl substituent. The reaction is unusual in that the anhydride reacts with the aromatic ring. The presence of the additional alpha-phenyl group on the phenylethene (the styryl group) activates the styryl for a Diels–Alder reaction even at the expense of its aromaticity. In contrast, unactivated styrene reacts instead at the alkene alone via a linear polymerization reaction. Styrene maleic anhydride copolymer is formed, retaining the aromaticity of the styrene. The Diels–Alder product can be re-aromatized using elemental sulfur at high temperature, followed by a second rearomatization by decarboxylation with barium hydroxide and copper: Refer ...
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Organic Reaction
Organic reactions are chemical reactions involving organic compounds. The basic organic chemistry reaction types are addition reactions, elimination reactions, substitution reactions, pericyclic reactions, rearrangement reactions, Mechanistic Organic Photochemistry, photochemical reactions and organic redox reaction, redox reactions. In organic synthesis, organic reactions are used in the construction of new organic molecules. The production of many man-made chemicals such as drugs, plastics, food additives, fabrics depend on organic reactions. The oldest organic reactions are combustion of organic fuels and saponification of fats to make soap. Modern organic chemistry starts with the Wöhler synthesis in 1828. In the history of the Nobel Prize in Chemistry awards have been given for the invention of specific organic reactions such as the Grignard reaction in 1912, the Diels-Alder reaction in 1950, the Wittig reaction in 1979 and olefin metathesis in 2005. Classifications Organic c ...
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Styrene Maleic Anhydride
Styrene maleic anhydride (SMA or SMAnh) is a synthetic polymer that is built-up of styrene and maleic anhydride monomers. The monomers can be almost perfectly alternating, making it an alternating copolymer, but (random) copolymerisation with less than 50% maleic anhydride content is also possible. The polymer is formed by a radical polymerization, using an organic peroxide as the initiator. The main characteristics of SMA copolymer are its transparent appearance, high heat resistance, high dimensional stability, and the specific reactivity of the anhydride groups. The latter feature results in the solubility of SMA in alkaline (water-based) solutions and dispersion. SMA is available in a broad range of molecular weights and maleic anhydride (MA) contents. In a typical combination of those two properties, SMA is available as a crystal clear granule that can be used in a wide variety of applications. SMA polymers with a high molecular weight are widely used in engineering plastic ...
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Wagner-Jauregg Reaction
The Wagner-Jauregg reaction is a classic organic reaction in organic chemistry, named after (son of Julius Wagner-Jauregg), describing the double Diels–Alder reaction of 2 equivalents of maleic anhydride with a 1,1-diarylethylene. After aromatization of the bis-adduct, the ultimate reaction product is a naphthalene compound with one phenyl substituent. The reaction is unusual in that the anhydride reacts with the aromatic ring. The presence of the additional alpha-phenyl group on the phenylethene (the styryl group) activates the styryl for a Diels–Alder reaction even at the expense of its aromaticity. In contrast, unactivated styrene reacts instead at the alkene alone via a linear polymerization reaction. Styrene maleic anhydride copolymer is formed, retaining the aromaticity of the styrene. The Diels–Alder product can be re-aromatized using elemental sulfur at high temperature, followed by a second rearomatization by decarboxylation with barium hydroxide and copper: Refer ...
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Journal Of The American Chemical Society
The ''Journal of the American Chemical Society'' is a weekly peer-reviewed scientific journal that was established in 1879 by the American Chemical Society. The journal has absorbed two other publications in its history, the ''Journal of Analytical and Applied Chemistry'' (July 1893) and the ''American Chemical Journal'' (January 1914). It covers all fields of chemistry. Since 2021, the editor-in-chief is Erick M. Carreira (ETH Zurich). In 2014, the journal moved to a hybrid open access publishing model. Abstracting and indexing The journal is abstracted and indexed in Chemical Abstracts Service, Scopus, EBSCO databases, ProQuest databases, Index Medicus/MEDLINE/PubMed, and the Science Citation Index Expanded. According to the ''Journal Citation Reports'', the journal has a 2021 impact factor of 16.383. Editors-in-chief The following people are or have been editor-in-chief: * 1879–1880 – Hermann Endemann * 1880–1881 – Gideon E. Moore * 1881–1882 – Hermann Endemann ...
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Copper
Copper is a chemical element with the symbol Cu (from la, cuprum) and atomic number 29. It is a soft, malleable, and ductile metal with very high thermal and electrical conductivity. A freshly exposed surface of pure copper has a pinkish-orange color. Copper is used as a conductor of heat and electricity, as a building material, and as a constituent of various metal alloys, such as sterling silver used in jewelry, cupronickel used to make marine hardware and coins, and constantan used in strain gauges and thermocouples for temperature measurement. Copper is one of the few metals that can occur in nature in a directly usable metallic form ( native metals). This led to very early human use in several regions, from circa 8000 BC. Thousands of years later, it was the first metal to be smelted from sulfide ores, circa 5000 BC; the first metal to be cast into a shape in a mold, c. 4000 BC; and the first metal to be purposely alloyed with another metal, tin, to create ...
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Barium Hydroxide
Barium hydroxide is a chemical compound with the chemical formula Ba(OH)2. The monohydrate (''x'' = 1), known as baryta or baryta-water, is one of the principal compounds of barium. This white granular monohydrate is the usual commercial form. Preparation and structure Barium hydroxide can be prepared by dissolving barium oxide (BaO) in water: :BaO + H2O → Ba(OH)2 It crystallises as the octahydrate, which converts to the monohydrate upon heating in air. At 100 °C in a vacuum, the monohydrate will yield BaO and water. The monohydrate adopts a layered structure (see picture above). The Ba2+ centers adopt a square anti-prismatic geometry. Each Ba2+ center is bound by two water ligands and six hydroxide ligands, which are respectively doubly and triply bridging to neighboring Ba2+ centre sites. In the octahydrate, the individual Ba2+ centers are again eight coordinate but do not share ligands. Uses Industrially, barium hydroxide is used as the precursor to other bar ...
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Decarboxylation
Decarboxylation is a chemical reaction that removes a carboxyl group and releases carbon dioxide (CO2). Usually, decarboxylation refers to a reaction of carboxylic acids, removing a carbon atom from a carbon chain. The reverse process, which is the first chemical step in photosynthesis, is called carboxylation, the addition of CO2 to a compound. Enzymes that catalyze decarboxylations are called decarboxylases or, the more formal term, carboxy-lyases (Enzyme Commission number, EC number 4.1.1). In organic chemistry The term "decarboxylation" usually means replacement of a carboxyl group () with a hydrogen atom: :RCO2H -> RH + CO2 Decarboxylation is one of the oldest known organic reactions. It is one of the processes assumed to accompany pyrolysis and destructive distillation. Metal salts, especially copper compounds, facilitate the reaction via the intermediacy of metal carboxylate complexes. Decarboxylation of aryl carboxylates can generate the equivalent of the correspond ...
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Sulfur
Sulfur (or sulphur in British English) is a chemical element with the symbol S and atomic number 16. It is abundant, multivalent and nonmetallic. Under normal conditions, sulfur atoms form cyclic octatomic molecules with a chemical formula S8. Elemental sulfur is a bright yellow, crystalline solid at room temperature. Sulfur is the tenth most abundant element by mass in the universe and the fifth most on Earth. Though sometimes found in pure, native form, sulfur on Earth usually occurs as sulfide and sulfate minerals. Being abundant in native form, sulfur was known in ancient times, being mentioned for its uses in ancient India, ancient Greece, China, and ancient Egypt. Historically and in literature sulfur is also called brimstone, which means "burning stone". Today, almost all elemental sulfur is produced as a byproduct of removing sulfur-containing contaminants from natural gas and petroleum.. Downloahere The greatest commercial use of the element is the production o ...
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Alkene
In organic chemistry, an alkene is a hydrocarbon containing a carbon–carbon double bond. Alkene is often used as synonym of olefin, that is, any hydrocarbon containing one or more double bonds.H. Stephen Stoker (2015): General, Organic, and Biological Chemistry'. 1232 pages. Two general types of monoalkenes are distinguished: terminal and internal. Also called α-olefins, terminal alkenes are more useful. However, the International Union of Pure and Applied Chemistry (IUPAC) recommends using the name "alkene" only for acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double bonds; cycloalkene, cycloalkadiene, etc. for cyclic ones; and "olefin" for the general class – cyclic or acyclic, with one or more double bonds. Acyclic alkenes, with only one double bond and no other functional groups (also known as mono-enes) form a homologous series of hydrocarbons with the general formula with '' ...
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Organic Chemistry
Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; Greeves, N. and Warren, S. (2012) ''Organic Chemistry''. Oxford University Press. pp. 1–15. . Study of structure determines their structural formula. Study of properties includes physical and chemical properties, and evaluation of chemical reactivity to understand their behavior. The study of organic reactions includes the chemical synthesis of natural products, drugs, and polymers, and study of individual organic molecules in the laboratory and via theoretical ( in silico) study. The range of chemicals studied in organic chemistry includes hydrocarbons (compounds containing only carbon and hydrogen) as well as compounds based on carbon, but also containing other elements, especially oxygen, nitrogen, sulfur, phosphorus (included in ...
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Styrene
Styrene () is an organic compound with the chemical formula C6H5CH=CH2. This derivative of benzene is a colorless oily liquid, although aged samples can appear yellowish. The compound evaporates easily and has a sweet smell, although high concentrations have a less pleasant odor. Styrene is the precursor to polystyrene and several copolymers. Approximately 25 million tonnes of styrene were produced in 2010, increasing to around 35 million tonnes by 2018. Natural occurrence Styrene is named after storax balsam (often commercially sold as ''styrax''), the resin of Liquidambar trees of the Altingiaceae plant family. Styrene occurs naturally in small quantities in some plants and foods (cinnamon, coffee beans, balsam tree (other), balsam trees and peanuts) and is also found in coal tar. History In 1839, the German apothecary Eduard Simon isolated a volatile liquid from the resin (called ''storax'' or ''styrax'' (Latin)) of the Liquidambar styraciflua, American sweetgu ...
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