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Cyclooctatetraene
1,3,5,7-Cyclooctatetraene (COT) is an unsaturated derivative of cyclooctane, with the formula C8H8. It is also known as nnulene. This polyunsaturated hydrocarbon is a colorless to light yellow flammable liquid at room temperature. Because of its stoichiometric relationship to benzene, COT has been the subject of much research and some controversy. Unlike benzene, C6H6, cyclooctatetraene, C8H8, is not aromatic, although its dianion, (cyclooctatetraenide), is. Its reactivity is characteristic of an ordinary polyene, i.e. it undergoes addition reactions. Benzene, by contrast, characteristically undergoes substitution reactions, not additions. History 1,3,5,7-Cyclooctatetraene was initially synthesized by Richard Willstätter in Munich in 1905 using pseudopelletierine as the starting material and the Hofmann elimination as the key transformation: : Willstätter noted that the compound did not exhibit the expected aromaticity. Between 1939 and 1943, chemists throughout the US u ...
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Jahn–Teller Effect
The Jahn–Teller effect (JT effect or JTE) is an important mechanism of spontaneous symmetry breaking in molecular and solid-state systems which has far-reaching consequences in different fields, and is responsible for a variety of phenomena in spectroscopy, stereochemistry, crystal chemistry, molecular and solid-state physics, and materials science. The effect is named for Hermann Arthur Jahn and Edward Teller, who first reported studies about it in 1937.Bunker, Philip R.; Jensen, Per (1998) ''Molecular Symmetry and Spectroscopy'' (2nd ed.). NRC Research Press, Ottaw/ref> Simplified overview The Jahn–Teller effect, sometimes also referred to as Jahn–Teller distortion, describes the geometrical distortion of molecules and ions that result from certain electron configurations. The Jahn–Teller theorem essentially states that any non-linear molecule with a spatially degenerate energy level, degenerate electronic ground state will undergo a geometrical distortion that removes th ...
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Tetraphenylene
Tetraphenylene is an organic compound, solid at room temperature, with the chemical formula C24H16. It is a member of the unsaturated polycyclic hydrocarbons class of compounds and a tetramer of benzyne. See also * Cyclooctatetraene 1,3,5,7-Cyclooctatetraene (COT) is an unsaturated derivative of cyclooctane, with the formula C8H8. It is also known as nnulene. This polyunsaturated hydrocarbon is a colorless to light yellow flammable liquid at room temperature. Because of ... References {{hydrocarbon-stub Polycyclic aromatic hydrocarbons ...
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Cyclooctatetraenide Anion
In chemistry, the cyclooctatetraenide anion or cyclooctatetraenide, more precisely cyclooctatetraenediide, is an aromatic species with a formula of 8H8sup>2− and abbreviated as COT2−. It is the dianion of cyclooctatetraene. Salts of the cyclooctatetraenide anion can be stable, e.g., Dipotassium cyclooctatetraenide or disodium cyclooctatetraenide. More complex coordination compounds are known as cyclooctatetraenide complexes, such as the actinocenes. The structure is a planar symmetric octagon stabilized by resonance, meaning each atom bears a charge of −. The length of the bond between carbon atoms is 1.432 Å. There are 10 π electrons. The structure can serve as a ligand with various metals. List of salts See also * Tropylium ion *Cyclopentadienyl anion In chemistry, the cyclopentadienyl anion or cyclopentadienide is an aromatic species with a formula of and abbreviated as Cp−. It is formed from the deprotonation of the molecule cyclopentad ...
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Annulene
Annulenes are monocyclic hydrocarbons that contain the maximum number of non-cumulated or conjugated double bonds (' mancude'). They have the general formula CnHn (when ''n'' is an even number) or C''n''H''n''+1 (when ''n'' is an odd number). The IUPAC naming conventions are that annulenes with 7 or more carbon atoms are named as 'n''nnulene, where ''n'' is the number of carbon atoms in their ring, though sometimes the smaller annulenes are referred to using the same notation, and benzene is sometimes referred to simply as annulene. The first three even annulenes are cyclobutadiene, benzene, and cyclooctatetraene ( nnulene). Some annulenes, namely cyclobutadiene, cyclodecapentaene ( 0nnulene), cyclododecahexaene ( 2nnulene) and cyclotetradecaheptaene ( 4nnulene), are unstable, with cyclobutadiene extremely so. In the related annulynes, one double bond is replaced by a triple bond. Aromaticity Annulenes may be ''aromatic'' (benzene, nnulene and 8nnulene), ''non-aromat ...
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BASF
BASF Societas Europaea, SE () is a German multinational corporation, multinational chemical company and the List of largest chemical producers, largest chemical producer in the world. Its headquarters is located in Ludwigshafen, Germany. The BASF Group comprises subsidiary, subsidiaries and joint ventures in more than 80 countries and operates six integrated production sites and 390 other production sites in Europe, Asia, Australia, the Americas and Africa. BASF has customers in over 190 countries and supplies products to a wide variety of industries. Despite its size and global presence, BASF has received relatively little public attention since it abandoned the manufacture and sale of BASF-branded consumer electronics products in the 1990s. At the end of 2019, the company employed 117,628 people, with over 54,000 in Germany. , BASF posted sales of €59.3 billion and income from operations before special items of about €4.5 billion. Between 1990 and 2005, the co ...
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Berichte Der Deutschen Chemischen Gesellschaft
''Chemische Berichte'' (usually abbreviated as ''Ber.'' or ''Chem. Ber.'') was a German-language scientific journal of all disciplines of chemistry founded in 1868. It was one of the oldest scientific journals in chemistry, until it merged with ''Recueil des Travaux Chimiques des Pays-Bas'' to form ''Chemische Berichte/Recueil'' in 1997. ''Chemische Berichte/Recueil'' was then merged with other European journals in 1998 to form ''European Journal of Inorganic Chemistry''. History Founded in 1868 as ''Berichte der Deutschen Chemischen Gesellschaft'' (, CODEN BDCGAS), it operated under this title until 1928 (Vol. 61). The journal was then split into: * ''Berichte der Deutschen Chemischen Gesellschaft, A: Vereins-Nachrichten'' (, CODEN BDCAAS), and * ''Berichte der Deutschen Chemischen Gesellschaft, B: Abhandlungen'' (, CODEN BDCBAD). Vol. 78 and 79 (1945–1946) were omitted and not published due to World War II. The journal was renamed ''Chemische Berichte'' (, CODEN CHBEAM) in 19 ...
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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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Walter Reppe
Walter Julius Reppe (29 July 1892 in Göringen – 26 July 1969 in Heidelberg) was a German chemist. He is notable for his contributions to the chemistry of acetylene. Education and career Walter Reppe began his study of the natural sciences University of Jena in 1911. Interrupted by the First World War, he obtained his doctorate in Munich in 1920. In 1921, Reppe worked for BASF's main laboratory. From 1923, he worked on the catalytic dehydration of formamide to prussic acid in the indigo laboratory, developing this procedure for industrial use. In 1924, he left research for 10 years, only resuming it in 1934. Acetylene chemistry Reppe began his interest in acetylene in 1928. Acetylene is a gas which can take part in many chemical reactions. However, it is explosive and accidents often occurred. Because of this danger, small quantities of acetylene were used at a time, and always without high pressures. In fact, it was forbidden to compress acetylene over 1.5 bar at BASF. To w ...
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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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Justus Liebigs Annalen Der Chemie
''Justus Liebigs Annalen der Chemie'' (often cited as just ''Liebigs Annalen'') was one of the oldest and historically most important journals in the field of organic chemistry worldwide. It was established in 1832 and edited by Justus von Liebig with Friedrich Wöhler and others until Liebig's death in 1873. In 1997 the journal merged with ''Recueil des Travaux Chimiques des Pays-Bas'' to form ''Liebigs Annalen/Recueil''. In 1998 it was absorbed by ''European Journal of Organic Chemistry'' by merger of a number of other national European chemistry journals. Title history * ''Annalen der Pharmacie'', 1832–1839 * ''Annalen der Chemie und Pharmacie'', 1840–1873 (, CODEN JLACBF) * ''Justus Liebig's Annalen der Chemie und Pharmacie'', 1873–1874 (, CODEN JLACBF) * ''Justus Liebig's Annalen der Chemie'', 1874–1944 & 1947–1978 (, CODEN JLACBF) * ''Liebigs Annalen der Chemie'', 1979–1994 (, CODEN LACHDL) * ''Liebigs Annalen'', 1995–1996 (, CODEN LANAEM) * ''Lie ...
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Hofmann Elimination
Hofmann elimination is an elimination reaction of an amine to form alkenes. The least stable alkene (the one with the least number of substituents on the carbons of the double bond), called the Hofmann product, is formed. This tendency, known as the Hofmann alkene synthesis rule, is in contrast to usual elimination reactions, where Zaitsev's rule predicts the formation of the most stable alkene. It is named after its discoverer, August Wilhelm von Hofmann. The reaction starts with the formation of a quaternary ammonium iodide salt by treatment of the amine with excess methyl iodide (exhaustive methylation), followed by treatment with silver oxide and water to form a quaternary ammonium hydroxide. When this salt is decomposed by heat, the Hofmann product is preferentially formed due to the steric bulk of the leaving group causing the hydroxide to abstract the more easily accessible hydrogen. : In the Hofmann elimination, the least substituted alkene is typically favored due to ...
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