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Tributyltin Hydride
Tributyltin hydride is an organotin compound with the formula (C4H9)3SnH. It is a colorless liquid that is soluble in organic solvents. The compound is used as a source of hydrogen atoms in organic synthesis. Synthesis and characterization The compound is produced by reduction of tributyltin oxide with polymethylhydrosiloxane: : 2 " eSi(H)Osub>n" + (Bu3Sn)2O → " eSi(OH)Osub>n" + 2 Bu3SnH It can also be synthesized by a reduction of tributyltin chloride with lithium aluminium hydride. The hydride is a distillable liquid that is mildly sensitive to air, decomposing to (Bu3Sn)2O. Its IR spectrum exhibits a strong band at 1814 cm−1 for ''ν''Sn−H. Applications It is a specialized reagent in organic synthesis. Combined with azobisisobutyronitrile (AIBN) or by irradiation with light, tributyltin hydride converts organic halides (and related groups) to the corresponding hydrocarbon. This process occurs via a radical chain mechanism involving the radical Bu3S ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organotin Compound
Organotin chemistry is the scientific study of the synthesis and properties of organotin compounds or stannanes, which are organometallic compounds containing tin–carbon bonds. The first organotin compound was diethyltin diiodide (), discovered by Edward Frankland in 1849. The area grew rapidly in the 1900s, especially after the discovery of the Grignard reagents, which are useful for producing Sn–C bonds. The area remains rich with many applications in industry and continuing activity in the research laboratory. Structure Organotin compounds are generally classified according to their oxidation states. Tin(IV) compounds are much more common and more useful. Organic derivatives of tin(IV) The tetraorgano derivatives are invariably tetrahedral. Compounds of the type SnRR'R''R have been resolved into individual enantiomers. Organotin halides Organotin chlorides have the formula for values of ''n'' up to 3. Bromides, iodides, and fluorides are also known, but are less importan ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Synthesis
Organic synthesis is a branch of chemical synthesis concerned with the construction of organic compounds. Organic compounds are molecules consisting of combinations of covalently-linked hydrogen, carbon, oxygen, and nitrogen atoms. Within the general subject of organic synthesis, there are many different types of synthetic routes that can be completed including total synthesis, Enantioselective synthesis, stereoselective synthesis, automated synthesis, and many more. Additionally, in understanding organic synthesis it is necessary to be familiar with the methodology, techniques, and applications of the subject. Total synthesis A total synthesis refers to the complete chemical synthesis of molecules from simple, Precursor (chemistry), natural precursors. Total synthesis is accomplished either via a linear or convergent approach. In a Linear synthesis, ''linear'' synthesis—often adequate for simple structures—several steps are performed sequentially until the molecule is com ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 effect, or adversely affects the usefulness of a resource. These can be both naturally forming (i.e. minerals or extracted compounds like oi ... 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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tributyltin Chloride
Tributyltin chloride is an organotin compound with the formula ( C4H9)3SnCl. It is a colorless liquid that is soluble in organic solvents. Preparation and reactions The compound is prepared by a redistribution reaction by combining stannic chloride and tetrabutyltin: :3 (C4H9)4Sn + SnCl4 → 4 (C4H9)3SnCl Tributyltin chloride hydrolyzes to the oxide C4H9)3Snsub>2O Tributyltin chloride is used as a precursor to other organotin compounds{{cite journal, title=Palladium-catalyzed Coupling Of Acid Chlorides With Organotin Reagents: Ethyl (E)-4-(4-nitrophenyl)-4-oxo-2-butenoate, author=A. F. Renaldo , author2=J. W. Labadie , author3=J. K. Stille , journal=Org. Synth., year=1989, volume=67, page=86, doi=10.15227/orgsyn.067.0086 and reagents, such as tributyltin hydride Tributyltin hydride is an organotin compound with the formula (C4H9)3SnH. It is a colorless liquid that is soluble in organic solvents. The compound is used as a source of hydrogen atoms in organic synthesis. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Lithium Aluminium Hydride
Lithium aluminium hydride, commonly abbreviated to LAH, is an inorganic compound with the chemical formula or . It is a white solid, discovered by Finholt, Bond and Schlesinger in 1947. This compound is used as a reducing agent in organic synthesis, especially for the reduction of esters, carboxylic acids, and amides. The solid is dangerously reactive toward water, releasing gaseous hydrogen (H2). Some related derivatives have been discussed for hydrogen storage. Properties, structure, preparation LAH is a colourless solid but commercial samples are usually gray due to contamination. This material can be purified by recrystallization from diethyl ether. Large-scale purifications employ a Soxhlet extractor. Commonly, the impure gray material is used in synthesis, since the impurities are innocuous and can be easily separated from the organic products. The pure powdered material is pyrophoric, but not its large crystals. Some commercial materials contain mineral oil to inhibit ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Azobisisobutyronitrile
Azobisisobutyronitrile (abbreviated AIBN) is an organic compound with the formula . 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 °C and 72 °C.Cla ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrostannylation
In chemistry, hydrostannylation is the insertion of unsaturated substrates into an Sn-H bond. The reaction occurs under free-radical conditions, but the stereochemistry and regiochemistry are often complex. The reaction gained synthetic importance with the discovery that palladium complexes catalyze the reaction. The reaction is analogous to hydrosilylation and is a subset of hydroelementation. Hydrostannylation is a versatile route to organotin compounds, many of which are versatile synthetic intermediates, e.g. in Stille coupling. Substrates and scope The typical Pd-based catalyst is tetrakis(triphenylphosphine)palladium(0). The typical unsaturated substrates are alkynes. The typical stannane is tributyltin hydride Tributyltin hydride is an organotin compound with the formula (C4H9)3SnH. It is a colorless liquid that is soluble in organic solvents. The compound is used as a source of hydrogen atoms in organic synthesis. Synthesis and characterization The c .... The reac ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tributyltin
Tributyltin (TBT) is an umbrella term for a class of organotin compounds which contain the group, with a prominent example being tributyltin oxide. For 40 years TBT was used as a biocide in anti-fouling paint, commonly known as bottom paint, applied to the hulls of oceangoing vessels. Bottom paint improves ship performance and durability as it reduces the rate of biofouling, the growth of organisms on the ship's hull. The TBT slowly leaches out into the marine environment where it is highly toxic toward nontarget organisms. TBT toxicity can lead to biomagnification or bioaccumulation within such nontarget organisms like invertebrates, vertebrates, and a variety of mammals. TBT is also an obesogen. After it led to collapse of local populations of organisms, TBT was banned. Chemical properties TBT, or tributyltin, tributylstannyl or tributyl stannic hydride compounds are organotin compounds. They have three butyl groups covalently bonded to a tin(IV) atom.Davies, Alwyn Georg ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trimethylsilyl
A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry. This group consists of three methyl groups bonded to a silicon atom [−Si(CH3)3], which is in turn bonded to the rest of a molecule. This structural group is characterized by Chemically inert, chemical inertness and a large molecular volume, which makes it useful in a number of applications. A trimethylsilyl group bonded to a methyl group forms tetramethylsilane, which is abbreviated as TMS as well. Compounds with trimethylsilyl groups are not normally found in nature. Chemists sometimes use a trimethylsilylating reagent to derivatize rather non-volatile compounds such as certain Alcohol (chemistry), alcohols, phenols, or carboxylic acids by substituting a trimethylsilyl group for a hydrogen in the hydroxyl groups on the compounds. This way Silyl ether, trimethylsiloxy groups [−O-Si(CH3)3] are formed on the molecule. A couple of examples of trimethylsilylating agents include trimethyls ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organotin Compounds
Organotin chemistry is the scientific study of the synthesis and properties of organotin compounds or stannanes, which are organometallic compounds containing tin–carbon bonds. The first organotin compound was diethyltin diiodide (), discovered by Edward Frankland in 1849. The area grew rapidly in the 1900s, especially after the discovery of the Grignard reagents, which are useful for producing Sn–C bonds. The area remains rich with many applications in industry and continuing activity in the research laboratory. Structure Organotin compounds are generally classified according to their oxidation states. Tin(IV) compounds are much more common and more useful. Organic derivatives of tin(IV) The tetraorgano derivatives are invariably tetrahedral. Compounds of the type SnRR'R''R have been resolved into individual enantiomers. Organotin halides Organotin chlorides have the formula for values of ''n'' up to 3. Bromides, iodides, and fluorides are also known, but are less imp ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Radical Initiators
Radical (from Latin: ', root) may refer to: Politics and ideology Politics *Classical radicalism, the Radical Movement that began in late 18th century Britain and spread to continental Europe and Latin America in the 19th century *Radical politics, the political intent of fundamental societal change * Radical Party (other), several political parties *Radicals (UK), a British and Irish grouping in the early to mid-19th century *Radicalization *Politicians from the Radical Civic Union Ideologies * Radical chic, a term coined by Tom Wolfe to describe the pretentious adoption of radical causes *Radical feminism, a perspective within feminism that focuses on patriarchy * Radical Islam, or Islamic extremism * Radical Christianity * Radical veganism, a radical interpretation of veganism, usually combined with anarchism *Radical Reformation, an Anabaptist movement concurrent with the Protestant Reformation Science and mathematics Science *Radical (chemistry), an atom, molecule, o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
