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Oxaziridine
An oxaziridine is an organic molecule that features a three-membered heterocycle containing oxygen, nitrogen, and carbon. In their largest industrial application, oxaziridines are intermediates in the production of hydrazine. Oxaziridine derivatives are also used as specialized organic chemistry reagents for a variety of enantioselective oxidations and aminations. Oxaziridines also serve as precursors to nitrones and participate in +2cycloadditions with various heterocumulenes to form substituted five-membered heterocycles. Some oxaziridines also have the property of a high barrier to inversion of the nitrogen, allowing for the possibility of chirality at the nitrogen center. History Oxaziridine derivatives were first reported in the mid-1950s by Emmons and subsequently by Krimm and Horner and Jürgens. All noted that oxaziridine underwent unusual reactions, with both nitrogen and oxygen acting contrary to their usual polarity. The peroxide process for the industria ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acyloin
In organic chemistry, acyloins or α-hydroxy ketones are a class of organic compounds of the general form , composed of a hydroxy group () adjacent to a ketone group (). The name ''acyloin'' is derived from the fact that they are formally derived from reductive coupling of carboxylic acyl groups (). They are one of the two main classes of hydroxy ketones, distinguished by the position of the hydroxy group relative to the ketone; in this form, the hydroxy is on the alpha carbon, explaining the secondary name of ''α-hydroxy ketone''. Synthesis Classic organic reactions exist for the synthesis of acyloins. * The acyloin condensation is a reductive coupling of esters * The benzoin condensation is condensation reaction between aldehydes catalyzed by a nucleophile * Oxidation of carbonyls is possible with molecular oxygen but not selective * Better alternative is oxidation of corresponding silyl enol ethers with ''m''CPBA in the Rubottom oxidation * MoOPH oxidation of carbo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Electrophile
In chemistry, an electrophile is a chemical species that forms bonds with nucleophiles by accepting an electron pair. Because electrophiles accept electrons, they are Lewis acids. Most electrophiles are positively Electric charge, charged, have an atom that carries a partial positive charge, or have an atom that does not have an octet of electrons. Electrophiles mainly interact with nucleophiles through Addition reaction, addition and Substitution reaction, substitution reactions. Frequently seen electrophiles in Organic synthesis, organic syntheses include cations such as Hydrogen ion, H+ and nitrosonium, NO+, polarized neutral molecules such as hydrogen chloride, HCl, alkyl halides, acyl halides, and carbonyl compounds, polarizable neutral molecules such as chlorine, Cl2 and bromine, Br2, oxidizing agents such as organic peracids, chemical species that do not satisfy the octet rule such as carbenes and Radical (chemistry), radicals, and some Lewis acids such as Borane, BH3 and Di ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrazine
Hydrazine is an inorganic compound with the chemical formula . It is a simple pnictogen hydride, and is a colourless flammable liquid with an ammonia-like odour. Hydrazine is highly hazardous unless handled in solution as, for example, hydrazine hydrate (). Hydrazine is mainly used as a foaming agent in preparing Polymeric foam, polymer foams, but applications also include its uses as a precursor (chemistry), precursor to pharmaceuticals and agrochemicals, as well as a long-term storable propellant for in-outer space, space spacecraft propulsion. Additionally, hydrazine is used in various rocket propellant, rocket fuels and to prepare the gas precursors used in airbags. Hydrazine is used within both nuclear and conventional electrical power plant steam cycles as an oxygen scavenger to control concentrations of dissolved oxygen in an effort to reduce corrosion. , approximately 120,000 tons of hydrazine hydrate (corresponding to a 64% solution of hydrazine in water by weight) we ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Peroxide Process
The peroxide process is a method for the industrial production of hydrazine. In this process hydrogen peroxide is used as an oxidant instead of sodium hypochlorite, which is traditionally used to generate hydrazine. The main advantage of the peroxide process to hydrazine relative to the traditional Olin Raschig process is that it does not coproduce salt. In this respect, the peroxide process is an example of green chemistry. Since many millions of kilograms of hydrazine are produced annually, this method is of both commercial and environmental significance.Jean-Pierre Schirmann, Paul Bourdauducq "Hydrazine" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. . Production Ketazine formation In the usual implementation, hydrogen peroxide is used together with acetamide. This mixture does not react with ammonia directly but does so in the presence of methyl ethyl ketone to give the oxaziridine. : Balanced equations for the individual steps are as follows ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Okadaic Acid
Okadaic acid, C44H68O13, is a toxin produced by several species of dinoflagellates. It is known to accumulate in both marine sponges and shellfish. One of the primary causes of diarrhetic shellfish poisoning, okadaic acid is a potent inhibitor of specific protein phosphatases, and has a variety of negative effects on cells. A polyketide, polyether derivative of a C38 fatty acid, okadaic acid and other members of its family have illuminated many biological processes both with respect to dinoflagellate polyketide synthesis as well as the role of protein phosphatases in cell growth. History As early as 1961, reports of gastrointestinal disorders following the consumption of cooked mussels appeared in both the Netherlands and Los Lagos. Attempts were made to determine the source of the symptoms; however, they failed to elucidate the true culprit, instead implicating a species of microplanctonic dinoflagellates. In the summers of the late 1970s, a series of food poisoning outbrea ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Enolate
In organic chemistry, enolates are organic anions derived from the deprotonation of carbonyl () compounds. Rarely isolated, they are widely used as reagents in the Organic synthesis, synthesis of organic compounds. Bonding and structure Enolate anions are electronically related to allyl anions. The anionic charge is delocalized over the oxygen and the two carbon sites. Thus they have the character of both an alkoxide and a carbanion. Although they are often drawn as being simple salts, in fact they adopt complicated structures often featuring aggregates. Preparation Deprotonation of enolizable ketones, aromatic alcohols, aldehydes, and esters gives enolates. With strong bases, the deprotonation is quantitative. Typically enolates are generated from using lithium diisopropylamide (LDA). Often, as in conventional Claisen condensations, Mannich reactions, and aldol condensations, enolates are generated in low concentrations with alkoxide bases. Under such conditions, they ex ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
SAMP RAMP Struktur
Samp is a food made from dried corn kernels that have been pounded and chopped until broken, but not as finely ground as mealie-meal or mielie rice. The coating around the kernel loosens and is removed during the pounding and stamping process. It is eaten across South Africa and by the Lozi and Tonga people of Zambia with sugar and sour milk. It can also be served with gravy and various additives. It is cooked with beans in the Xhosa variant of umngqusho and sometimes eaten with chakalaka. It can also be served with beef, lamb, poultry and in stuffings. "Samp" is of Native American origin, coming from the Narragansett word "nasàump." New Englanders since early colonial times have referred to cornmeal mush or cereal as "samp." Like hominy, samp is prepared from groats (dehulled kernels) of maize, but the two are produced by different processes. Unbroken and unhusked maize (corn) kernels can also be cooked (boiled) until tender. This food is called " stampmielies" in Afrikaa ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methyl Ethyl Ketone
Butanone, also known as methyl ethyl ketone (MEK) or ethyl methyl ketone, is an organic compound with the formula CH3C(O)CH2CH3. This colorless liquid ketone has a sharp, sweet odor reminiscent of acetone. It is produced industrially on a large scale, but occurs in nature only in trace amounts.Wilhelm Neier, Guenter Strehlke "2-Butanone" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. It is partially soluble in water, and is commonly used as an industrial solvent. It is an isomer of another solvent, tetrahydrofuran. Production Butanone may be produced by oxidation of 2-butanol. The dehydrogenation of 2-butanol is catalysed by copper, zinc, or bronze: :CH3CH(OH)CH2CH3 → CH3C(O)CH2CH3 + H2 This is used to produce approximately 700 million kilograms yearly. Other syntheses that have been examined but not implemented include Wacker oxidation of 2-butene and oxidation of isobutylbenzene, which is analogous to the industrial production of ac ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Steric Effects
Steric effects arise from the spatial arrangement of atoms. When atoms come close together there is generally a rise in the energy of the molecule. Steric effects are nonbonding interactions that influence the shape (conformational isomerism, conformation) and chemical reaction, reactivity of ions and molecules. Steric effects complement electronic effects, which dictate the shape and reactivity of molecules. Steric repulsive forces between overlapping electron clouds result in structured groupings of molecules stabilized by the way that opposites attract and like charges repel. Steric hindrance Steric hindrance is a consequence of steric effects. Steric hindrance is the slowing of chemical reactions due to steric bulk. It is usually manifested in ''intermolecular reactions'', whereas discussion of steric effects often focus on ''intramolecular interactions''. Steric hindrance is often exploited to control selectivity, such as slowing unwanted side-reactions. Steric hindran ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tetrahedron (journal)
''Tetrahedron'' is a weekly peer-reviewed scientific journal covering the field of organic chemistry. According to the ''Journal Citation Reports'', ''Tetrahedron'' has a 2020 impact factor of 2.1. ''Tetrahedron'' and Elsevier, its publisher, support an annual symposium. In 2010, complaints were raised over its high subscription cost. Notable papers , the Web of Science lists ten papers from ''Tetrahedron'' that have more than 1000 citations. The four articles that have been cited more than 2000 times are: * – cited 2228 times * – cited 2162 times * – cited 2124 times * – cited 2107 times See also * ''Tetrahedron Letters'' * '' Tetrahedron Computer Methodology'' * ''Polyhedron In geometry, a polyhedron (: polyhedra or polyhedrons; ) is a three-dimensional figure with flat polygonal Face (geometry), faces, straight Edge (geometry), edges and sharp corners or Vertex (geometry), vertices. The term "polyhedron" may refer ...'' (journal) Reference ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pyramidal Inversion
In chemistry, pyramidal inversion (also umbrella inversion) is a fluxional process in compounds with a pyramidal molecule, such as ammonia (NH3) "turns inside out". It is a rapid oscillation of the atom and substituents, the molecule or ion passing through a planar transition state. For a compound that would otherwise be chiral due to a stereocenter, pyramidal inversion allows its enantiomers to racemize. The general phenomenon of pyramidal inversion applies to many types of molecules, including carbanions, amines, phosphines, arsines, stibines, and sulfoxides. Energy barrier The identity of the inverting atom has a dominating influence on the barrier. Inversion of ammonia is rapid at room temperature, inverting 30 billion times per second. Three factors contribute to the rapidity of the inversion: a low energy barrier (24.2 kJ/mol; 5.8 kcal/mol), a narrow barrier width (distance between geometries), and the low mass of hydrogen atoms, which combine to give a further 80-f ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
