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Tetraethyltin
Tetraethyltin or tetraethyl tin is a chemical compound with the formula and molecular structure (CH3CH2)4Sn, 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) :SnCl4 + 4 (C2H5)MgBr → (CH3CH2)4Sn + 4 MgBrCl 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 triethyltin. See also * Tetraethyllead * Tetraethylgermanium Tetraethylg ...
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Organotin Compounds
Organotin compounds or stannanes are chemical compounds based on tin with hydrocarbon substituents. Organotin chemistry is part of the wider field of organometallic chemistry. 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 less important. These ...
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Organotin Chemistry
Organotin compounds or stannanes are chemical compounds based on tin with hydrocarbon substituents. Organotin chemistry is part of the wider field of organometallic chemistry. 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 less important. These ...
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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. Thus ...
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Tetraethylgermanium
Tetraethylgermanium (common name tetraethyl germanium), abbreviated TEG, is an organogermanium compound with the formula ( CH3CH2)4 Ge. Tetraethylgermanium is an important chemical compound used in vapour deposition of germanium which is in a tetrahedral shape. Synthesis Clemens Winkler first reported the compound in 1887 from diethylzinc and germanium tetrachloride Germanium tetrachloride is a colourless, fuming liquid with a peculiar, acidic odour. It is used as an intermediate in the production of purified germanium metal. In recent years, GeCl4 usage has increased substantially due to its use as a reagent ..., shortly after germanium was discovered in 1887. References {{Reflist External links * TetraethylgermaniuDatasheet commercial supplier Organogermanium compounds Germanium(IV) compounds ...
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Tetraethyllead
Tetraethyllead (commonly styled tetraethyl lead), abbreviated TEL, is an organolead compound with the formula Pb( C2H5)4. It is a fuel additive, first being mixed with gasoline beginning in the 1920s as a patented octane rating booster that allowed engine compression to be raised substantially. This in turn increased vehicle performance and fuel economy. TEL was first synthesised by German chemist Carl Jacob Löwig in 1853. American chemical engineer Thomas Midgley Jr., who was working for General Motors, was the first to discover its effectiveness as an antiknock agent in 1921, after spending several years attempting to find an additive that was both highly effective and inexpensive. Concerns were later raised over the toxic effects of lead, especially on children. On cars not designed to operate on leaded gasoline, lead and lead oxides coat the catalyst in catalytic converters, rendering them ineffective, and can sometimes foul spark plugs. Starting in the 1970s, many cou ...
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Tetrabutyltin
Tetrabutyltin is the organotin compound with the molecular formula (C4H9)4Sn or SnBu4. 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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Chemical Compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element is therefore not a compound. A compound can be transformed into a different substance by a chemical reaction, which may involve interactions with other substances. In this process, bonds between atoms may be broken and/or new bonds formed. There are four major types of compounds, distinguished by how the constituent atoms are bonded together. Molecular compounds are held together by covalent bonds; ionic compounds are held together by ionic bonds; intermetallic compounds are held together by metallic bonds; coordination complexes are held together by coordinate covalent bonds. Non-stoichiometric compounds form a disputed marginal case. A chemical formula specifies the number of atoms of each element in a compound molecule, using the s ...
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Ethyl Groups
In organic chemistry, an ethyl group (abbr. Et) is an alkyl substituent with the formula , derived from ethane (). ''Ethyl'' is used in the International Union of Pure and Applied Chemistry's nomenclature of organic chemistry for a saturated two-carbon moiety in a molecule, while the prefix "''eth-''" is used to indicate the presence of two carbon atoms in the molecule. Ethylation Ethylation is the formation of a compound by introduction of the ethyl group. The most widely practiced example of this reaction is the ethylation of benzene with ethylene to yield ethylbenzene, a precursor to styrene, which is a precursor to polystyrene. Approximately 24.7 million tons of ethylbenzene were produced in 1999. :: Many ethyl-containing compounds are generated by electrophilic ethylation, i.e. treatment of nucleophiles with sources of Et+. Triethyloxonium tetrafluoroborate t3OF4 is such a reagent. For good nucleophiles, less electrophilic reagents are employed, such as ethyl halides. ...
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Diethyl Ether
Diethyl ether, or simply ether, is an organic compound in the ether class with the formula , sometimes abbreviated as (see Pseudoelement symbols). It is a colourless, highly volatile, sweet-smelling ("ethereal odour"), extremely flammable liquid. It is commonly used as a solvent in laboratories and as a starting fluid for some engines. It was formerly used as a general anesthetic, until non-flammable drugs were developed, such as halothane. It has been used as a recreational drug to cause intoxication. Production Most diethyl ether is produced as a byproduct of the vapor-phase hydration of ethylene to make ethanol. This process uses solid-supported phosphoric acid catalysts and can be adjusted to make more ether if the need arises. Vapor-phase dehydration of ethanol over some alumina catalysts can give diethyl ether yields of up to 95%. Diethyl ether can be prepared both in laboratories and on an industrial scale by the acid ether synthesis. Ethanol is mixed with a stro ...
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Ethylmagnesium Bromide
Ethylmagnesium bromide is a Grignard reagent with formula C2H5MgBr. It is widely used in the laboratory synthesis of organic compounds. Reactions Apart from acting as the synthetic equivalent of an ethyl anion synthon for nucleophilic addition, ethylmagnesium bromide may be used as a strong base to deprotonate various substrates such as alkynes: :RC≡CH + EtMgBr → RC≡CMgBr + EtH In this application, ethylmagnesium bromide has been supplanted by the wide availability of organolithium reagents. Preparation Ethylmagnesium bromide is commercially available, usually as a solution in diethyl ether or tetrahydrofuran. It may be prepared in the normal manner of Grignard reagents — by reacting bromoethane with magnesium in diethyl ether Diethyl ether, or simply ether, is an organic compound in the ether class with the formula , sometimes abbreviated as (see Pseudoelement symbols). It is a colourless, highly volatile, sweet-smelling ("ethereal odour"), extremel ...
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Tin(IV) Chloride
Tin(IV) chloride, also known as tin tetrachloride or stannic chloride, is an inorganic compound with the formula Sn Cl4. 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 . : Sn + 2 Cl2 → SnCl4 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. They all consist of nCl4(H2O)2molecules together with varying amounts of water of crystallization. The additional water molecules link together ...
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