Hayashi Rearrangement
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Hayashi Rearrangement
The Hayashi rearrangement is the chemical reaction of ''ortho''-benzoylbenzoic acids catalysis, catalyzed by sulfuric acid or phosphorus pentoxide. This reaction proceeds through electrophilic acylium ion attack with a Spiro compound, spiro intermediate.''Name Reactions: A Collection of Detailed Reaction Mechanisms'' By Jie Jack Li Published 2003 Springer : References

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Chemical Reaction
A chemical reaction is a process that leads to the IUPAC nomenclature for organic transformations, chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the positions of electrons in the forming and breaking of chemical bonds between atoms, with no change to the Atomic nucleus, nuclei (no change to the elements present), and can often be described by a chemical equation. Nuclear chemistry is a sub-discipline of chemistry that involves the chemical reactions of unstable and radioactive Chemical element, elements where both electronic and nuclear changes can occur. The substance (or substances) initially involved in a chemical reaction are called reagent, reactants or reagents. Chemical reactions are usually characterized by a chemical change, and they yield one or more Product (chemistry), products, which usually have properties different from the reactants. Reactions often consist of a sequence o ...
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Catalysis
Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recycles quickly, very small amounts of catalyst often suffice; mixing, surface area, and temperature are important factors in reaction rate. Catalysts generally react with one or more reactants to form intermediates that subsequently give the final reaction product, in the process of regenerating the catalyst. Catalysis may be classified as either homogeneous, whose components are dispersed in the same phase (usually gaseous or liquid) as the reactant, or heterogeneous, whose components are not in the same phase. Enzymes and other biocatalysts are often considered as a third category. Catalysis is ubiquitous in chemical industry of all kinds. Estimates are that 90% of all commercially produced chemical products involve catalysts at some s ...
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Sulfuric Acid
Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid ( Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen and hydrogen, with the molecular formula . It is a colorless, odorless and viscous liquid that is miscible with water. Pure sulfuric acid does not exist naturally on Earth due to its strong affinity to water vapor; it is hygroscopic and readily absorbs water vapor from the air. Concentrated sulfuric acid is highly corrosive towards other materials, from rocks to metals, since it is an oxidant with powerful dehydrating properties. Phosphorus pentoxide is a notable exception in that it is not dehydrated by sulfuric acid, but to the contrary dehydrates sulfuric acid to sulfur trioxide. Upon addition of sulfuric acid to water, a considerable amount of heat is released; thus the reverse procedure of adding water to the acid should not be performed since the heat released ...
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Phosphorus Pentoxide
Phosphorus pentoxide is a chemical compound with molecular formula P4 O10 (with its common name derived from its empirical formula, P2O5). This white crystalline solid is the anhydride of phosphoric acid. It is a powerful desiccant and dehydrating agent. Structure Phosphorus pentoxide crystallizes in at least four forms or polymorphs. The most familiar one, a metastable form (shown in the figure), comprises molecules of P4O10. Weak van der Waals forces hold these molecules together in a hexagonal lattice (However, in spite of the high symmetry of the molecules, the crystal packing is not a close packing). The structure of the P4O10 cage is reminiscent of adamantane with ''T''d symmetry point group. It is closely related to the corresponding anhydride of phosphorous acid, P4O6. The latter lacks terminal oxo groups. Its density is 2.30 g/cm3. It boils at 423 °C under atmospheric pressure; if heated more rapidly it can sublimate. This form can be made by condensing the v ...
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Journal Of The Chemical Society
The ''Journal of the Chemical Society'' was a scientific journal established by the Chemical Society in 1849 as the ''Quarterly Journal of the Chemical Society''. The first editor was Edmund Ronalds. The journal underwent several renamings, splits, and mergers throughout its history. In 1980, the Chemical Society merged with several other organizations into the Royal Society of Chemistry. The journal's continuity is found in '' Chemical Communications'', ''Dalton Transactions'', '' Faraday Transactions'', and '' Perkin Transactions'', all of which are published by the Royal Society of Chemistry. History ;''Proceedings of the Chemical Society'' * ''Memoirs of the Chemical Society of London'' (1841) * ''Proceedings of the Chemical Society of London'' (1842–1843) * ''Memoirs and Proceedings of the Chemical Society'' (1843–1848) * ''Proceedings of the Chemical Society, London'' (1885–1914) * Published as a supplement to ''Journal of the Chemical Society'' from 1914 to 1956 * '' ...
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Hayashi Rearrangement Scheme
Hayashi ( 林, literally " woods"), is the 19th most common Japanese surname. It shares the same character as the Chinese surname Lin. Notable people with the surname include: *, Japanese synchronized swimmer *, Japanese footballer *, Japanese scholar and diplomat *, Japanese swimmer *, Japanese singer *Cheryl Hayashi, American biologist *, Japanese businesswoman *, Japanese naval surgeon and Reiki practitioner *, Japanese astrophysicist *, Japanese voice actress *, Japanese footballer *, Japanese sport shooter *, Japanese musician *, Japanese tennis player *, pen name of Kaitarō Hasegawa (1900–1935), Japanese writer *, Japanese writer and poet *, Japanese politician *, Japanese manga artist *, Japanese economist *, Japanese physician *, pen name of Toshio Gotō, Japanese writer *, Japanese neo-Confucian philosopher and writer *, Japanese neo-Confucian philosopher *, Japanese diplomat *, Japanese physician *, Japanese rower *, Japanese samurai *, Japanese classical composer, pi ...
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Acylium Ion
In chemistry, an acyl group is a moiety derived by the removal of one or more hydroxyl groups from an oxoacid, including inorganic acids. It contains a double-bonded oxygen atom and an alkyl group (). In organic chemistry, the acyl group (IUPAC name: alkanoyl) is usually derived from a carboxylic acid, in which case it has the formula , where R represents an alkyl group that is linked to the carbon atom of the group by a single bond. Although the term is almost always applied to organic compounds, acyl groups can in principle be derived from other types of acids such as sulfonic acids and phosphonic acids. In the most common arrangement, acyl groups are attached to a larger molecular fragment, in which case the carbon and oxygen atoms are linked by a double bond. Compounds Well-known acyl compounds are the acyl chlorides, such as acetyl chloride (CH3COCl) and benzoyl chloride (C6H5COCl). These compounds, which are treated as sources of acylium cations, are good reagents for attac ...
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Spiro Compound
In organic chemistry, spiro compounds are compounds that have at least two molecular rings with only one common atom. The simplest spiro compounds are bicyclic (having just two rings), or have a bicyclic portion as part of the larger ring system, in either case with the two rings connected through the defining single common atom. The one common atom connecting the participating rings distinguishes spiro compounds from other bicyclics: from ''isolated ring compounds'' like biphenyl that have no connecting atoms, from ''fused ring compounds'' like decalin having two rings linked by two adjacent atoms, and from ''bridged ring compounds'' like norbornane with two rings linked by two non-adjacent atoms.For all four categories, see The specific chapters can be found aan respectively, same access date. For the description featuring adjacent atoms for all but the isolated category, see Clayden, op. cit. Spiro compounds may be fully carbocyclic (all carbon) or heterocyclic (hav ...
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Hayashi RearrangementMechanism
Hayashi ( 林, literally " woods"), is the 19th most common Japanese surname. It shares the same character as the Chinese surname Lin. Notable people with the surname include: *, Japanese synchronized swimmer *, Japanese footballer *, Japanese scholar and diplomat *, Japanese swimmer *, Japanese singer *Cheryl Hayashi, American biologist *, Japanese businesswoman *, Japanese naval surgeon and Reiki practitioner *, Japanese astrophysicist *, Japanese voice actress *, Japanese footballer *, Japanese sport shooter *, Japanese musician *, Japanese tennis player *, pen name of Kaitarō Hasegawa (1900–1935), Japanese writer *, Japanese writer and poet *, Japanese politician *, Japanese manga artist *, Japanese economist *, Japanese physician *, pen name of Toshio Gotō, Japanese writer *, Japanese neo-Confucian philosopher and writer *, Japanese neo-Confucian philosopher *, Japanese diplomat *, Japanese physician *, Japanese rower *, Japanese samurai *, Japanese classical composer, pi ...
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Rearrangement Reactions
In organic chemistry, a rearrangement reaction is a broad class of organic reactions where the carbon skeleton of a molecule is rearranged to give a structural isomer of the original molecule. Often a substituent moves from one atom to another atom in the same molecule, hence these reactions are usually intramolecular. In the example below, the substituent R moves from carbon atom 1 to carbon atom 2: :\underset\ce\ce\underset\ce\ce Intermolecular rearrangements also take place. A rearrangement is not well represented by simple and discrete electron transfers (represented by curved arrows in organic chemistry texts). The actual mechanism of alkyl groups moving, as in Wagner-Meerwein rearrangement, probably involves transfer of the moving alkyl group fluidly along a bond, not ionic bond-breaking and forming. In pericyclic reactions, explanation by orbital interactions give a better picture than simple discrete electron transfers. It is, nevertheless, possible to draw the curv ...
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