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Tetrabutyltin
Tetrabutyltin is the organotin compound with the molecular formula or , where Bu is butyl . Sometimes abbreviated TTBT, it is a colorless, lipophilic oil. Tetrabutyltin is a precursor to tributyltin and dibutyltin compounds. By the redistribution reaction with tin(IV) chloride it forms tributyltin chloride and dibutyltin chloride. These compounds are starting materials for a wide range of organotin compounds used as stabilizers for PVC and as biocides, fungicides, wood preservatives, and (historically) marine anti-biofouling Biofouling or biological fouling is the accumulation of microorganisms, plants, algae, or small animals where it is not wanted on surfaces such as ship and submarine hulls, devices such as water inlets, pipework, grates, ponds, and rivers that ... agents. References {{Reflist Organotin compounds Tin(IV) compounds Butyl compounds ...
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Organotin
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 ...
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Tetramethyltin
Tetramethyltin is an organometallic compound with the formula (CH3)4Sn. This liquid, one of the simplest organotin compounds, is useful for transition-metal mediated conversion of acid chlorides to methyl ketones and aryl halides to aryl methyl ketones. It is volatile and toxic, so care should be taken when using it in the laboratory. Synthesis and structure Tetramethyltin is synthesized by reaction of the Grignard reagent methylmagnesium iodide, with tin tetrachloride, which is synthesized by reacting tin metal with chlorine gas. :4 CH3MgI + SnCl4 → (CH3)4Sn + 4 MgICl In tetramethyltin, the metal surrounded by four methyl groups in a tetrahedral structure is a heavy analogue of neopentane. Applications Precursor to methyltin compounds Tetramethyltin is a precursor to trimethyltin chloride (and related methyltin halides), which are precursors to other organotin compounds. These methyltin chlorides are prepared via the so-called Kocheshkov redistribution reaction. ...
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Tetraethyltin
Tetraethyltin or tetraethyl tin is a chemical compound with the formula , that is, a tin atom attached to four ethyl groups. It is an important example of an organotin compound, often abbreviated as TET. Tetraethyltin is a colourless flammable liquid, soluble in diethyl ether and insoluble in water, that freezes at −112 °C and boils at 181 °C.SAFC corp''tetraethyltin''catalog page. Accessed on 2011-01-18. It is used in the electronics industry. Tetraethyltin can be obtained by reacting ethylmagnesium bromide with tin(IV) chloride:G. J. M. Van Der Kerk and J. G. A. Luijten (1956)"Tetraethyltin" ''Organic Syntheses'', volume 36, page 86; Coll. Vol. 4, p.881 (1963) : The same reaction can be used to obtain tetra-''n''-propyltin and tetra-''n''-butyltin. Tetraethyltin is converted in the body to the more toxic triethylstannylium ions.Jill E. Cremer (1958), "The biochemistry of organotin compounds. The conversion of tetraethyltin into triethyltin in mammals". ''Bioc ...
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Tetrapropyltin
Tetrapropyltin is an organotin compound with the formula . It is a toxic colorless oily liquid. It reacts with strong oxidizing agents. This chemical irritates the skin, eyes and respiratory system The respiratory system (also respiratory apparatus, ventilatory system) is a biological system consisting of specific organs and structures used for gas exchange in animals and plants. The anatomy and physiology that make this happen varies grea .... It is very toxic to aquatic life with long-lasting effects. It can be absorbed through the skin, causing toxic effects on the body. Tetrapropyltin is an intermediate in the synthesis of dipropyltin dichloride. References Organotin compounds {{Organic-compound-stub ...
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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. ...
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Biofouling
Biofouling or biological fouling is the accumulation of microorganisms, plants, algae, or small animals where it is not wanted on surfaces such as ship and submarine hulls, devices such as water inlets, pipework, grates, ponds, and rivers that cause degradation to the primary purpose of that item. Such accumulation is referred to as '' epibiosis'' when the host surface is another organism and the relationship is not parasitic. Since biofouling can occur almost anywhere water is present, biofouling poses risks to a wide variety of objects such as boat hulls and equipment, medical devices and membranes, as well as to entire industries, such as paper manufacturing, food processing, underwater construction, and desalination plants. Anti-fouling is the ability of specifically designed materials (such as toxic biocide paints, or non-toxic paints) to remove or prevent biofouling. The buildup of biofouling on marine vessels poses a significant problem. In some instances, the hull str ...
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Fungicides
Fungicides are pesticides used to kill parasitic fungi or their spores. Fungi can cause serious damage in agriculture, resulting in losses of yield and quality. Fungicides are used both in agriculture and to fight fungal infections in animals, including humans. Fungicides are also used to control oomycetes, which are not taxonomically/genetically fungi, although sharing similar methods of infecting plants. Fungicides can either be contact, translaminar or systemic. Contact fungicides are not taken up into the plant tissue and protect only the plant where the spray is deposited. Translaminar fungicides redistribute the fungicide from the upper, sprayed leaf surface to the lower, unsprayed surface. Systemic fungicides are taken up and redistributed through the xylem vessels. Few fungicides move to all parts of a plant. Some are locally systemic, and some move upward. Most fungicides that can be bought retail are sold in liquid form, the active ingredient being present at 0.08% i ...
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Biocides
A biocide is defined in the European legislation as a chemical substance or microorganism intended to destroy, deter, render harmless, or exert a controlling effect on any harmful organism. The US United States Environmental Protection Agency, Environmental Protection Agency (EPA) uses a slightly different definition for biocides as "a diverse group of poisonous substances including preservatives, insecticides, disinfectants, and pesticides used for the control of organisms that are harmful to human or animal health or that cause damage to natural or manufactured products". When compared, the two definitions roughly imply the same, although the US EPA definition includes plant protection products and some veterinary medicines. The terms "biocides" and "pesticides" are regularly interchanged, and often confused with "plant protection products". To clarify this, pesticides include both biocides and plant protection products, where the former refers to substances for non-food and fee ...
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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 ...
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Tin(IV) Chloride
Tin(IV) chloride, also known as tin tetrachloride or stannic chloride, is an inorganic compound of tin and chlorine with the formula SnCl4. It is a colorless hygroscopic liquid, which fumes on contact with air. It is used as a precursor to other tin compounds. It was first discovered by Andreas Libavius (1550–1616) and was known as ''spiritus fumans libavii''. Preparation It is prepared from reaction of chlorine gas with tin at : : Structure Anhydrous tin(IV) chloride solidifies at −33 °C to give monoclinic crystals with the P21/c space group. It is isostructural with SnBr4. The molecules adopt near-perfect tetrahedral symmetry with average Sn–Cl distances of 227.9(3) pm. Reactions Tin(IV) chloride is well known as a Lewis acid. Thus it forms hydrates. The pentahydrate SnCl4·5H2O was formerly known as butter of tin. These hydrates consist of ''cis''- nCl4(H2O)2molecules together with varying amounts of water of crystallization. The additional water molecules ...
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