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Radical Addition
In organic chemistry, free-radical addition is an addition reaction which involves free radicals. The addition may occur between a radical and a non-radical, or between two radicals. The basic steps with examples of the free-radical addition (also known as radical chain mechanism) are: * Initiation by a radical initiator: A radical is created from a non-radical precursor. * Chain propagation: A radical reacts with a non-radical to produce a new radical species * Chain termination: Two radicals react with each other to create a non-radical species Free-radical reactions depend on a reagent having a (relatively) weak bond, allowing it to homolyse to form radicals (often with heat or light). Reagents without such a weak bond would likely proceed via a different mechanism. An example of an addition reaction involving aryl radicals is the Meerwein arylation. Addition of mineral acid to an alkene To illustrate, consider the alkoxy radical-catalyzed, anti-Markovnikov reaction of ...
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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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Endothermic
In thermochemistry, an endothermic process () is any thermodynamic process with an increase in the enthalpy (or internal energy ) of the system.Oxtoby, D. W; Gillis, H.P., Butler, L. J. (2015).''Principle of Modern Chemistry'', Brooks Cole. p. 617. In such a process, a closed system usually absorbs thermal energy from its surroundings, which is heat transfer into the system. Thus, an endothermic reaction generally leads to an increase in the temperature of the system and a decrease in that of the surroundings. It may be a chemical process, such as dissolving ammonium nitrate () in water (), or a physical process, such as the melting of ice cubes. The term was coined by 19th-century French chemist Marcellin Berthelot. The opposite of an endothermic process is an exothermic process, one that releases or "gives out" energy, usually in the form of heat and sometimes as electrical energy. Thus in each term (endothermic and exothermic) the prefix refers to where heat (or electrical ...
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Ketyl
A ketyl group in organic chemistry is an anion radical that contains a group R2C−O•. It is the product of the 1-electron reduction of a ketone. Another mesomeric structure has the radical position on carbon and the negative charge on oxygen. : Ketyls can be formed as radical anions by one-electron reduction of carbonyls with alkali metals. Sodium and potassium metal reduce benzophenone in THF solution to the soluble ketyl radical. Ketyls are also invoked as intermediates in the pinacol coupling reaction. Reactions Water The ketyl radicals derived from the reaction of sodium and benzophenone Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a white solid that is soluble in organic solvents. Benzophenone is a widely used building block in organic chemistry, being the parent diarylket ... is a common laboratory desiccant. Ketyls react quickly with the water, peroxides, and with oxygen. Thus, the deep purple coloration ...
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Baldwin's Rules
Baldwin's rules in organic chemistry are a series of guidelines outlining the relative favorabilities of ring closure reactions in alicyclic compounds. They were first proposed by Jack Baldwin in 1976. Baldwin's rules discuss the relative rates of ring closures of these various types. These terms are not meant to describe the absolute probability that a reaction will or will not take place, rather they are used in a relative sense. A reaction that is disfavoured (slow) does not have a rate that is able to compete effectively with an alternative reaction that is favoured (fast). However, the disfavoured product may be observed, if no alternate reactions are more favoured. The rules classify ring closures in three ways: *the number of atoms in the newly formed ring *into ''exo'' and ''endo'' ring closures, depending whether the bond broken during the ring closure is inside (''endo'') or outside (''exo'') the ring that is being formed *into ''tet'', ''trig'' and ''dig'' geometry of ...
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Hydrogen Atom Transfer
In chemistry, a hydrogen atom abstraction or hydrogen atom transfer (HAT) is any chemical reaction in which a hydrogen free radical (neutral hydrogen atom) is abstracted from a substrate according to the general equation: :X^\bullet + H-Y -> X-H + Y^\bullet Examples of HAT reactions are oxidative reactions in general, hydrocarbon combustion, and reactions involving cytochrome P450 containing an iron(V)-oxo unit. The abstractor (X•) is usually a radical species itself, but it may also be a closed-shell species such as chromyl chloride. HAT can take place through proton-coupled electron transfer. A synthetic example is found in iron zeolite Zeolites are microporous, crystalline aluminosilicate materials commonly used as commercial adsorbents and catalysts. They mainly consist of silicon, aluminium, oxygen, and have the general formula ・y where is either a metal ion or H+. These p ...s, which stabilize alpha-oxygen. References {{Reflist Chemical reactions Reaction me ...
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Vinyl Group
In organic chemistry, a vinyl group (abbr. Vi; IUPAC name: ethenyl group) is a functional group with the formula . It is the ethylene (IUPAC name: ethene) molecule () with one fewer hydrogen atom. The name is also used for any compound containing that group, namely where R is any other group of atoms. An industrially important example is vinyl chloride, precursor to PVC, a plastic commonly known as ''vinyl''. Vinyl is one of the alkenyl functional groups. On a carbon skeleton, sp2-hybridized carbons or positions are often called vinylic. Allyls, acrylates and styrenics contain vinyl groups. (A styrenic crosslinker with two vinyl groups is called '' divinyl benzene''.) Vinyl polymers Vinyl groups can polymerize with the aid of a radical initiator or a catalyst, forming vinyl polymers. Vinyl polymers contain no vinyl groups. Instead they are saturated. The following table gives some examples of vinyl polymers. Reactivity Vinyl derivatives are alkenes. If activated ...
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Ammonium Cerium(IV) Nitrate
Ceric ammonium nitrate (CAN) is the inorganic compound with the formula . This orange-red, water-soluble cerium salt is a specialised oxidizing agent in organic synthesis and a standard oxidant in quantitative analysis. Preparation, properties, and structure The anion is generated by dissolving in hot and concentrated nitric acid (). The salt consists of the hexanitratocerate(IV) anion and a pair of ammonium cations . The ammonium ions are not involved in the oxidising reactions of this salt. In the anion each nitrate group chelates the cerium atom in a bidentate manner as shown below: The anion has Th (idealized Oh) molecular symmetry. The core defines an icosahedron. is a strong one-electron oxidizing agent. In terms of its redox potential (E° ~ 1.61 V vs. N.H.E.) it is even stronger oxidizing agent than (E° ~ 1.36 V). Few shelf-stable reagents are stronger oxidants. In the redox process Ce(IV) is converted to Ce(III), a one-electron change, signaled by the ...
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Photolysis
Photodissociation, photolysis, photodecomposition, or photofragmentation is a chemical reaction in which molecules of a chemical compound are broken down by photons. It is defined as the interaction of one or more photons with one target molecule. Photodissociation is not limited to visible light. Any photon with sufficient energy can affect the chemical bonds of a chemical compound. Since a photon energy, photon's energy is inversely proportional to its wavelength, electromagnetic radiations with the energy of visible light or higher, such as ultraviolet light, x-rays, and gamma rays can induce such reactions. Photolysis in photosynthesis Photolysis is part of the light-dependent reactions, light-dependent reaction or light phase or photochemical phase or Hill reaction of photosynthesis. The general reaction of photosynthetic photolysis can be given in terms of photons as: :\ce + 2 \text \longrightarrow \ce The chemical nature of "A" depends on the type of organism. Purple su ...
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Nitrate
Nitrate is a polyatomic ion A polyatomic ion, also known as a molecular ion, is a covalent bonded set of two or more atoms, or of a metal complex, that can be considered to behave as a single unit and that has a net charge that is not zero. The term molecule may or may no ... with the chemical formula . salt (chemistry), Salts containing this ion are called nitrates. Nitrates are common components of fertilizers and explosives. Almost all inorganic nitrates are solubility, soluble in water. An example of an insoluble nitrate is bismuth oxynitrate. Structure The ion is the conjugate acid, conjugate base of nitric acid, consisting of one central nitrogen atom surrounded by three identically bonded oxygen atoms in a trigonal planar arrangement. The nitrate ion carries a formal charge of −1. This charge results from a combination formal charge in which each of the three oxygens carries a − charge, whereas the nitrogen carries a +1 charge, all these adding up to formal c ...
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Molecules (journal)
''Molecules'' is a peer-reviewed open access scientific journal that focuses on all aspects of chemistry and materials science. It was established in March 1996 and is published monthly by MDPI. From 1997 to 2001, ''Molbank'' was published as a section of the journal, before splitting into its own journal. The editor-in-chief is Farid Chemat. ''Molecules'' was initially published by Springer-Verlag. In December 1996, Shu-Kun Lin resigned as editor and relaunched the journal with Molecular Diversity Preservation International (MDPI). Springer initially sued over naming rights, but eventually dropped the suit. Abstracting and indexing The journal is abstracted and indexed in: According to the ''Journal Citation Reports'', the journal has a 2021 impact factor The impact factor (IF) or journal impact factor (JIF) of an academic journal is a scientometric index calculated by Clarivate that reflects the yearly mean number of citations of articles published in the last two years i ...
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Stoichiometry
Stoichiometry refers to the relationship between the quantities of reactants and products before, during, and following chemical reactions. Stoichiometry is founded on the law of conservation of mass where the total mass of the reactants equals the total mass of the products, leading to the insight that the relations among quantities of reactants and products typically form a ratio of positive integers. This means that if the amounts of the separate reactants are known, then the amount of the product can be calculated. Conversely, if one reactant has a known quantity and the quantity of the products can be empirically determined, then the amount of the other reactants can also be calculated. This is illustrated in the image here, where the balanced equation is: : Here, one molecule of methane reacts with two molecules of oxygen gas to yield one molecule of carbon dioxide and two molecules of water. This particular chemical equation is an example of complete combustion. St ...
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Radical Cyclization
Radical cyclization reactions are organic chemical transformations that yield cyclic products through radical intermediates. They usually proceed in three basic steps: selective radical generation, radical cyclization, and conversion of the cyclized radical to product. Introduction Radical cyclization reactions produce mono- or polycyclic products through the action of radical intermediates. Because they are intramolecular transformations, they are often very rapid and selective. Selective radical generation can be achieved at carbons bound to a variety of functional groups, and reagents used to effect radical generation are numerous. The radical cyclization step usually involves the attack of a radical on a multiple bond. After this step occurs, the resulting cyclized radicals are quenched through the action of a radical scavenger, a fragmentation process, or an electron-transfer reaction. Five- and six-membered rings are the most common products; formation of smaller and larger ...
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