Barton–McCombie Deoxygenation
The Barton–McCombie deoxygenation is an organic reaction in which a hydroxy functional group in an organic compound is replaced by a hydrogen to give an alkyl group. It is named after British chemists Sir Derek Harold Richard Barton and Stuart W. McCombie. This deoxygenation reaction is a radical substitution. In the related Barton decarboxylation the reactant is a carboxylic acid. Mechanism The reaction mechanism consists of a catalytic radical initiation step and a propagation step. The alcohol (1) is first converted into a reactive carbonothioyl intermediate such as a thionoester or xanthate 2. Heating of AIBN results in its homolytic cleavage, generating two 2-cyanoprop-2-yl radicals 9 which each abstract a proton from tributylstannane 3 to generate tributylstannyl radicals 4 and inactive 10. The tributyltin radical abstracts the xanthate group from 2 by attack of 4 at the sulfur atom with concurrent homolytic cleavage of the C-S π bond. This leaves a carbon center ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Derek Harold Richard Barton
Sir Derek Harold Richard Barton (8 September 1918 – 16 March 1998) was an English organic chemist and Nobel Prize laureate for 1969. Education and early life Barton was born in Gravesend, Kent, to William Thomas and Maude Henrietta Barton (''née'' Lukes). He attended Gravesend Grammar School (1926–29), The King's School, Rochester (1929–32), Tonbridge School (1932–35) and Medway Technical College (1937–39). In 1938 he entered Imperial College London, where he graduated in 1940 and obtained his Doctor of Philosophy, PhD degree in Organic Chemistry in 1942. Career and research From 1942 to 1944 Barton was a government research chemist, then from 1944 to 1945 he worked for Albright and Wilson in Birmingham. He then became Assistant Lecturer in the Department of Chemistry of Imperial College, and from 1946 to 1949 he was Imperial Chemical Industries, ICI Research Fellow. During 1949 and 1950 he was visiting lecturer in natural products chemistry at Harvard University, ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Azobisisobutyronitrile
Azobisisobutyronitrile (abbreviated AIBN) is an organic compound with the formula CH3)2C(CN)sub>2N2. This white powder is soluble in alcohols and common organic solvents but is insoluble in water. It is often used as a foamer in plastics and rubber and as a radical initiator. As an azo initiator, radicals resulting from AIBN have multiple benefits over common organic peroxides. For example, they do not have oxygenated byproducts or much yellow discoloration. Additionally, they do not cause too much grafting and therefore are often used when making adhesives, acrylic fibers, detergents, etc. Mechanism of decomposition In its most characteristic reaction, AIBN decomposes, eliminating a molecule of nitrogen gas to form two 2-cyanoprop-2-yl radicals: : Because azobisisobutyronitrile readily gives off free radicals, it is often used as a radical initiator. This happens at temperatures above 40 °C, but in experiments is more commonly done at temperatures between 66&nb ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Trimethylborane
Trimethylborane (TMB) is a toxic, pyrophoric gas with the formula B(CH3)3 (which can also be written as Me3B, with Me representing methyl). Properties As a liquid it is colourless. The strongest line in the infrared spectrum is at 1330 cm−1 followed by lines at 3010 cm−1 and 1185 cm−1. Its melting point is −161.5 °C, and its boiling point is −20.2 °C. Vapour pressure is given by , where ''T'' is temperature in kelvins. Molecular weight is 55.914. The heat of vapourisation is 25.6 kJ/mol. Preparation Trimethylborane was first described in 1862 by Edward Frankland, who also mentioned its adduct with ammonia. Due to its dangerous nature the compound was no longer studied until 1921, when Alfred Stock and Friedrich Zeidler took advantage of the reaction between boron trichloride gas and dimethylzinc. Although the substance can be prepared using Grignard reagents the output is contaminated by unwanted products from the solvent. Trimeth ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Kenneth B
Kenneth is an English given name and surname. The name is an Anglicised form of two entirely different Gaelic personal names: ''Cainnech'' and '' Cináed''. The modern Gaelic form of ''Cainnech'' is ''Coinneach''; the name was derived from a byname meaning "handsome", "comely". A short form of ''Kenneth'' is '' Ken''. Etymology The second part of the name ''Cinaed'' is derived either from the Celtic ''*aidhu'', meaning "fire", or else Brittonic ''jʉ:ð'' meaning "lord". People :''(see also Ken (name) and Kenny)'' Places In the United States: * Kenneth, Indiana * Kenneth, Minnesota * Kenneth City, Florida Kenneth City is a town in southern Pinellas County, Florida, between St. Petersburg and Pinellas Park, United States. The population was 4,980 at the 2010 US Census. History Kenneth City was founded in 1957 by Sidney Colen, a local developer, ... In Scotland: * Inch Kenneth, an island off the west coast of the Isle of Mull Other * " What's the Frequency, Kenneth ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Organoborane
Organoborane or organoboron compounds are chemical compounds of boron and carbon that are organic derivatives of BH3, for example trialkyl boranes. Organoboron chemistry or organoborane chemistry is the chemistry of these compounds. Organoboron compounds are important reagents in organic chemistry enabling many chemical transformations, the most important one called hydroboration. Reactions of organoborates and boranes involve the transfer of a nucleophilic group attached to boron to an electrophilic center either inter- or intramolecularly. α,β-Unsaturated borates, as well as borates with a leaving group at the α position, are highly susceptible to intramolecular 1,2-migration of a group from boron to the electrophilic α position. Oxidation or protonolysis of the resulting organoboranes may generate a variety of organic products, including alcohols, carbonyl compounds, alkenes, and halides. Properties of the B-C bond The C-B bond has low polarity (the difference in electro ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Carbonyl Sulfide
Carbonyl sulfide is the chemical compound with the linear formula OCS. It is a colorless flammable gas with an unpleasant odor. It is a linear molecule consisting of a carbonyl group double bonded to a sulfur atom. Carbonyl sulfide can be considered to be intermediate between carbon dioxide and carbon disulfide, both of which are valence isoelectronic with it. Occurrence Carbonyl sulfide is the most abundant sulfur compound naturally present in the atmosphere, at , because it is emitted from oceans, volcanoes and deep sea vents. As such, it is a significant compound in the global sulfur cycle. Measurements on the Antarctica ice cores and from air trapped in snow above glaciers ( firn air) have provided a detailed picture of OCS concentrations from 1640 to the present day and allow an understanding of the relative importance of anthropogenic and non-anthropogenic sources of this gas to the atmosphere. Some carbonyl sulfide that is transported into the stratospheric sulfate ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Polymethylhydrosiloxane
Polymethylhydrosiloxane (PMHS) is a polymer with the general structure -(CH3(H)Si-O)-. It is used in organic chemistry as a mild and stable reducing agent easily transferring hydrides to metal centers and a number of other reducible functional groups. A variety of related materials are available under the following CAS registry numbers 9004-73-3, 16066-09-4, 63148-57-2, 178873-19-3. These include the tetramer ((MeSiHO)4), copolymers of dimethylsiloxane and methylhydrosiloxane, and trimethylsilyl terminated materials. This material is prepared by the hydrolysis of monomethyldichlorosilane CAS#: 75-54-7: :n MeSiHCl2 + n H2O → (MeSiHO)n + 2n HCl The related polymer polydimethylsiloxane (PDMS) is made similarly, but lacking Si-H bonds, it exhibits no reducing properties. Dimethyldichlorosilane CAS#: 75-78-5 is then used instead of monomethyldichlorosilane CAS#: 75-54-7. Illustrative of its use, PMHS is used for in situ conversion of tributyltin oxide Tributyltin oxide (TBTO) is a ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Tributyltin Oxide
Tributyltin oxide (TBTO) is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. Its chemical formula is C4H9)3Snsub>2O. It is a colorless viscous liquid. It is poorly soluble in water (20 ppm) but highly soluble in organic solvents. It is a potent skin irritant. Historically, tributyltin oxide's biggest application was as a marine anti-biofouling agent. Concerns over toxicity of these compounds have led to a worldwide ban by the International Maritime Organization. It is now considered a severe marine pollutant A pollutant or novel entity is a substance or energy introduced into the environment that has undesired effects, or adversely affects the usefulness of a resource. These can be both naturally forming (i.e. minerals or extracted compounds like o ... and a Substance of Very High Concern by the EU.Organotin Chemistry, Second Edition. Alwyn G. Davies, 2004, Wiley-VCH Verlag GmbH & Co. KGaA. Today, it is mainly u ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Standard Enthalpy Change Of Reaction
The standard enthalpy of reaction (denoted \Delta_ H^\ominus or \Delta H_^\ominus) for a chemical reaction is the difference between total reactant and total product molar enthalpies, calculated for substances in their standard states. This can in turn be used to predict the total chemical bond energy liberated or bound during reaction, as long as the enthalpy of mixing is also accounted for. For a generic chemical reaction :\nu_ \text + \nu_ \text ~+ ~... \rightarrow \nu_ \text + \nu_ \text ~+ ~... the standard enthalpy of reaction \Delta_ H^\ominus is related to the standard enthalpy of formation \Delta_ H^\ominus values of the reactants and products by the following equation: : \Delta_ H^\ominus = \sum_ \nu_p\Delta_ H_^ - \sum_ \nu_r\Delta_ H_^ In this equation, \nu_p and \nu_r are the stoichiometric coefficients of each product p and reactant r. The standard enthalpy of formation, which has been determined for a vast number of substances, is the change of enthalpy ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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Sulfur
Sulfur (or sulphur in British English) is a chemical element with the symbol S and atomic number 16. It is abundant, multivalent and nonmetallic. Under normal conditions, sulfur atoms form cyclic octatomic molecules with a chemical formula S8. Elemental sulfur is a bright yellow, crystalline solid at room temperature. Sulfur is the tenth most abundant element by mass in the universe and the fifth most on Earth. Though sometimes found in pure, native form, sulfur on Earth usually occurs as sulfide and sulfate minerals. Being abundant in native form, sulfur was known in ancient times, being mentioned for its uses in ancient India, ancient Greece, China, and ancient Egypt. Historically and in literature sulfur is also called brimstone, which means "burning stone". Today, almost all elemental sulfur is produced as a byproduct of removing sulfur-containing contaminants from natural gas and petroleum.. Downloahere The greatest commercial use of the element is the production ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |