Electrocyclic
In organic chemistry, an electrocyclic reaction is a type of pericyclic reaction, pericyclic, rearrangement reaction, rearrangement reaction where the net result is one pi bond being converted into one sigma bond or vice versa. These reactions are usually categorized by the following criteria: * Reactions can be either photochemistry, photochemical or thermal. * Reactions can be either ring-opening or ring-closing (electrocyclization). * Depending on the type of reaction (Organic photochemistry, photochemical or thermal) and the number of pi electrons, the reaction can happen through either a conrotatory and disrotatory, conrotatory or disrotatory mechanism. * The type of rotation determines whether the cis–trans isomerism, cis or trans isomer of the product will be formed. Classical examples The Nazarov cyclization reaction is a named electrocyclic reaction converting divinylketones to cyclopentenones. A classic example is the thermal ring-opening reaction of 3,4-dimethylcyclo ...
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Nazarov Cyclization Reaction
The Nazarov cyclization reaction (often referred to as simply the Nazarov cyclization) is a chemical reaction used in organic chemistry for the synthesis of cyclopentenones. The reaction is typically divided into ''classical'' and ''modern'' variants, depending on the reagents and substrate (chemistry), substrates employed. It was originally discovered by Ivan Nikolaevich Nazarov (1906–1957) in 1941 while studying the rearrangements of allyl vinyl ketones. As originally described, the Nazarov cyclization involves the activation of a divinyl ketone using a stoichiometric Lewis acid or protic acid promoter. The key step of the reaction mechanism involves a cationic 4π-electrocyclic reaction, electrocyclic ring closure which forms the cyclopentenone product (See Nazarov cyclization reaction#Mechanism, Mechanism below). As the reaction has been developed, variants involving substrates other than divinyl ketones and promoters other than Lewis acids have been subsumed under the nam ...
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Torquoselectivity
In stereochemistry, torquoselectivity is a special kind of stereoselectivity observed in electrocyclic reactions, defined as "the preference for inward or outward rotation of substituents in conrotatory or disrotatory electrocyclic reactions." Torquoselectivity is not to be confused with the normal diastereoselectivity seen in pericyclic reactions, as it represents a further level of selectivity beyond the Woodward-Hoffman rules. The name derives from the idea that the substituents in an electrocyclization appear to rotate over the course of the reaction, and thus selection of a single product is equivalent to selection of one direction of rotation (i.e. the direction of torque on the substituents). The concept was originally developed by American chemist Kendall N. Houk. For ring closing reactions, it is an example of enantioselectivity, wherein a single enantiomer of a cyclization product is formed from the selective ring closure of the starting material. In a typical electroc ...
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Conrotatory And Disrotatory
In organic chemistry, an electrocyclic reaction can either be classified as conrotatory or disrotatory based on the rotation at each end of the molecule. In conrotatory mode, both atomic orbitals of the end groups turn in the same direction (such as both atomic orbitals rotating clockwise or counter-clockwise). In disrotatory mode, the atomic orbitals of the end groups turn in opposite directions (one atomic orbital turns clockwise and the other counter-clockwise). The cis/trans geometry of the final product is directly decided by the difference between conrotation and disrotation. Determining whether a particular reaction is conrotatory or disrotatory can be accomplished by examining the molecular orbitals of each molecule and through a set of rules. Only two pieces of information are required to determine conrotation or disrotation using the set of rules: how many electrons are in the pi-system and whether the reaction is induced by heat or by light. This set of rules can a ...
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Photochemistry
Photochemistry is the branch of chemistry concerned with the chemical effects of light. Generally, this term is used to describe a chemical reaction caused by absorption of ultraviolet (wavelength from 100 to 400 Nanometre, nm), visible light, visible (400–750 nm), or infrared radiation (750–2500 nm). In nature, photochemistry is of immense importance as it is the basis of photosynthesis, vision, and the formation of vitamin D with sunlight. It is also responsible for the appearance of DNA mutations leading to skin cancers. Photochemical reactions proceed differently than temperature-driven reactions. Photochemical paths access high-energy intermediates that cannot be generated thermally, thereby overcoming large Activation energy, activation barriers in a short period of time, and allowing reactions otherwise inaccessible by thermal processes. Photochemistry can also be destructive, as illustrated by the photodegradation of plastics. Concept Grotthuss–Dra ...
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Organic Photochemistry
Organic photochemistry encompasses organic reactions that are induced by the action of light. The absorption of ultraviolet light by organic molecules often leads to reactions. In the earliest days, sunlight was employed, while in more modern times ultraviolet lamps are employed. Organic photochemistry has proven to be a very useful synthetic tool. Complex organic products can be obtained simply. History Early examples were often uncovered by the observation of precipitates or color changes from samples that were exposed to sunlights. The first reported case was by Ciamician that sunlight converted santonin to a yellow photoproduct: An early example of a precipitate was the photodimerization of anthracene, characterized by Yulii Fedorovich Fritzsche and confirmed by Elbs. Similar observations focused on the dimerization of cinnamic acid to truxillic acid. Many photodimers are now recognized, e.g. pyrimidine dimer, thiophosgene, diamantane. Another example was uncovered by Egb ...
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Frontier-orbital Method
In chemistry, frontier molecular orbital theory is an application of molecular orbital theory describing HOMO–LUMO interactions. History In 1952, Kenichi Fukui published a paper in the ''Journal of Chemical Physics'' titled "A molecular theory of reactivity in aromatic hydrocarbons." Though widely criticized at the time, he later shared the Nobel Prize in Chemistry with Roald Hoffmann for his work on reaction mechanisms. Hoffman's work focused on creating a set of four pericyclic reactions in organic chemistry, based on orbital symmetry, which he coauthored with Robert Burns Woodward, entitled "The Conservation of Orbital Symmetry." Fukui's own work looked at the frontier orbitals, and in particular the effects of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) on reaction mechanisms, which led to it being called frontier molecular orbital theory (FMO theory). He used these interactions to better understand the conclusions of th ...
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Vitamin D3
Cholecalciferol, also known as vitamin D3, colecalciferol or calciol, is a type of vitamin D that is produced by the skin when exposed to UVB light; it is found in certain foods and can be taken as a dietary supplement. Cholecalciferol is synthesised in the skin following sunlight exposure. It is then converted in the liver to calcifediol (25-hydroxycholecalciferol D), which is further converted in the kidney to calcitriol (1,25-dihydroxycholecalciferol D). One of calcitriol's most important functions is to promote calcium uptake by the intestines. Cholecalciferol is present in food such as fatty fish, beef liver, eggs, and cheese. In some countries, cholecalciferol is also added to products like plants, cow milk, fruit juice, yogurt, and margarine. Cholecalciferol can be taken orally as a dietary supplement to prevent vitamin D deficiency or as a medication to treat associated diseases, including rickets. It is also used in the management of familial hypophosphatemi ...
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Pericyclic Reaction
In organic chemistry, a pericyclic reaction is the type of organic reaction wherein the transition state of the molecule has a cyclic geometry, the reaction progresses in a concerted fashion, and the bond orbitals involved in the reaction overlap in a continuous cycle at the transition state. Pericyclic reactions stand in contrast to ''linear reactions'', encompassing most organic transformations and proceeding through an acyclic transition state, on the one hand and '' coarctate reactions'', which proceed through a doubly cyclic, concerted transition state on the other hand. Pericyclic reactions are usually rearrangement or addition reactions. The major classes of pericyclic reactions are given in the table below (the three most important classes are shown in bold). Ene reactions and cheletropic reactions are often classed as group transfer reactions and cycloadditions/cycloeliminations, respectively, while dyotropic reactions and group transfer reactions (if ene reactions ar ...
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Chem
Chem may refer to: *Chemistry *Chemical * ''Chem'' (journal), a scientific journal published by Cell Press *Post apocalyptic slang for "drugs", medicinal or otherwise in the Fallout video game series. In Ancient Egyptian usage: * ''Khem'' (also spelt ''Chem''), the Egyptian word for "black" *Min (god), in the past erroneously named ''Khem'' CHEM may refer to : *A metabolic panel: for instance, CHEM-7, which is the basic metabolic panel * CHEM-DT, a Canadian television channel See also * Chemo (other) * Kem (other) *Kemi Kemi (; ; ; ) is a cities of Finland, town and municipalities of Finland, municipality of Finland. It is located approximately from the city of Tornio and the Finland–Sweden border, Swedish border. The distance to Oulu is to the south and t ...