Hexamethyldisilane
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Hexamethyldisilane
Hexamethyldisilane ( TMS2) is the organosilicon compound with the formula Si2(CH3)6, abbreviated Si2Me6. It is a colourless liquid, soluble in organic solvents. Synthesis and reactions Hexamethyldisilane can be produced by Wurtz-like coupling of trimethylsilyl chloride in the presence of a reducing agent such as potassium graphite Graphite intercalation compounds are complex materials having a formula where the ion or is inserted ( intercalated) between the oppositely charged carbon layers. Typically ''m'' is much less than 1. These materials are deeply colored solids t ...: : With an excess of the reductant, the alkali metal silyl derivative is produced: : The Si-Si bond in hexamethyldisilane is cleaved by strong nucleophiles and electrophiles. Alkyl lithium compounds react as follows: :Si2Me6 + RLi → RSiMe3 + LiSiMe3 Iodine gives trimethylsilyl iodide. :Me3Si−SiMe3 + I2 → 2 SiMe3I References {{Reflist Carbosilanes Trimethylsilyl compounds ...
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Tetramethylsilane
Tetramethylsilane (abbreviated as TMS) is the organosilicon compound with the formula Si(CH3)4. It is the simplest tetraorganosilane. Like all silanes, the TMS framework is tetrahedral. TMS is a building block in organometallic chemistry but also finds use in diverse niche applications. Synthesis and reaction TMS is a by-product of the production of methyl chlorosilanes, SiCl''x''(CH3)4−''x'', via the direct process of reacting methyl chloride with silicon. The more useful products of this reaction are those for ''x'' = 1 (trimethylsilyl chloride), 2 ( dimethyldichlorosilane), and 3 (methyltrichlorosilane). TMS undergoes deprotonation upon treatment with butyllithium to give (H3C)3SiCH2Li. The latter, trimethylsilylmethyl lithium, is a relatively common alkylating agent. In chemical vapor deposition, TMS is the precursor to silicon dioxide or silicon carbide, depending on the deposition conditions. Uses in NMR spectroscopy Tetramethylsilane is the accepted int ...
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Organosilicon Compound
Organosilicon compounds are organometallic compounds containing carbon–silicon chemical bond, bonds. Organosilicon chemistry is the corresponding science of their preparation and properties. Most organosilicon compounds are similar to the ordinary organic compounds, being colourless, flammable, hydrophobic, and stable to air. Silicon carbide is an ''inorganic chemistry, inorganic'' compound. History In 1846 Von Ebelman's had synthesized Tetraethyl orthosilicate (Si(OC2H5)4). In 1863 Friedel and Crafts managed to make the first organosilieon compound with C-Si bonds which gone byound the syntheses of orthosilicic acid esters. The same year they also described a «polysilicic acid ether» in the preparation of Ethanol, ethyl- and methyl-o-silicic acid. The early extensive research in the field of organosilicon compounds was pioneerd in the beginning of 20th century by Frederic Kipping. He also had coined the term «silicone» (akin to ketones) in relation to these materials ...
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Wurtz Reaction
In organic chemistry, the Wurtz reaction, named after Charles Adolphe Wurtz, is a coupling reaction whereby two alkyl halides are treated with sodium metal to form a higher alkane. : 2 R−X + 2 Na → R−R + 2 NaX The reaction is of little value except for intramolecular versions. A related reaction, which combines alkyl halides with aryl halides is called the Wurtz–Fittig reaction. Mechanism The reaction proceeds by an initial metal–halogen exchange, which involves this idealized stoichiometry: : R−X + 2 M → RM + MX This step involves the intermediacy of radical species R·. This step resembles the formation of a Grignard reagent. These RM intermediates have been isolated in several cases. The organometallic intermediate next reacts with the alkyl halide forming a new carbon–carbon covalent bond. : RM + RX → R−R + MX The process resembles an SN2 reaction, but the process is probably complex, which may explain the inefficiency of the reaction. Exampl ...
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Triethylsilane
Triethylsilane is the organosilicon compound with the formula (C2H5)3SiH. It is a trialkylsilane. The Si-H bond is reactive. This colorless liquid is used in organic synthesis as a reducing agent and as a precursor to silyl ethers. As one of the simplest trialkylsilanes that is a liquid at room temperature, triethylsilane is often used in studies of hydrosilylation Hydrosilylation, also called catalytic hydrosilation, describes the addition of Si-H bonds across unsaturated bonds."Hydrosilylation A Comprehensive Review on Recent Advances" B. Marciniec (ed.), Advances in Silicon Science, Springer Science, 2009 ... catalysis. Additional reading * * * * References {{Reflist Reducing agents Carbosilanes ...
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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 minus;Si(CH3)3 which is in turn bonded to the rest of a molecule. This structural group is characterized by 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 alcohols, phenols, or carboxylic acids by substituting a trimethylsilyl group for a hydrogen in the hydroxyl groups on the compounds. This way trimethylsiloxy groups minus;O-Si(CH3)3are formed on the molecule. A couple of examples of trimethylsilylating agents include trimethylsilyl chloride and bis(trimethylsilyl)acetamide. Trime ...
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Potassium Graphite
Graphite intercalation compounds are complex materials having a formula where the ion or is inserted ( intercalated) between the oppositely charged carbon layers. Typically ''m'' is much less than 1. These materials are deeply colored solids that exhibit a range of electrical and redox properties of potential applications. Preparation and structure These materials are prepared by treating graphite with a strong oxidant or a strong reducing agent: : The reaction is reversible. The host (graphite) and the guest X interact by charge transfer. An analogous process is the basis of commercial lithium-ion batteries. In a graphite intercalation compound not every layer is necessarily occupied by guests. In so-called ''stage 1 compounds'', graphite layers and intercalated layers alternate and in ''stage 2 compounds'', two graphite layers with no guest material in between alternate with an intercalated layer. The actual composition may vary and therefore these compounds are an example ...
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Iodine
Iodine is a chemical element with the symbol I and atomic number 53. The heaviest of the stable halogens, it exists as a semi-lustrous, non-metallic solid at standard conditions that melts to form a deep violet liquid at , and boils to a violet gas at . The element was discovered by the French chemist Bernard Courtois in 1811 and was named two years later by Joseph Louis Gay-Lussac, after the Ancient Greek 'violet-coloured'. Iodine occurs in many oxidation states, including iodide (I−), iodate (), and the various periodate anions. It is the least abundant of the stable halogens, being the sixty-first most abundant element. As the heaviest essential mineral nutrient, iodine is required for the synthesis of thyroid hormones. Iodine deficiency affects about two billion people and is the leading preventable cause of intellectual disabilities. The dominant producers of iodine today are Chile and Japan. Due to its high atomic number and ease of attachment to organic compound ...
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Trimethylsilyl Iodide
Trimethylsilyl iodide (iodotrimethylsilane or TMSI) is an organosilicon compound with the chemical formula (CH3)3SiI. It is a colorless, volatile liquid at room temperature. Preparation Trimethylsilyl iodide may be prepared by the oxidative cleavage of hexamethyldisilane by iodine or by the cleavage of hexamethyldisiloxane with aluminium triiodide. : TMS-TMS + I2 → 2 TMSI (TMS = (CH3)3Si) : 3 TMS-O-TMS + 2 AlI3 → 6 TMSI + Al2O3 Applications Trimethylsilyl iodide is used to introduce the trimethylsilyl group onto alcohols (ROH): :R-OH + TMSI → R-OTMS + HI This type of reaction may be useful for gas chromatography analysis; the resultant silyl ether is more volatile than the underivatized original materials. However, for the preparation of bulk trimethylsilylated material, trimethylsilyl chloride may be preferred due to its lower cost. TMSI reacts with alkyl ethers (ROR′), forming silyl ethers (ROSiMe3) and iodoalkanes (RI) that can be hydrolyzed to alcohols (ROH). Trime ...
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Tetrahedron (journal)
''Tetrahedron'' is a weekly peer-reviewed scientific journal covering the field of organic chemistry. According to the ''Journal Citation Reports'', ''Tetrahedron'' has a 2020 impact factor of 2.457. ''Tetrahedron'' and Elsevier, its publisher, support an annual symposium. In 2010, complaints were raised over its high subscription cost. Notable papers , the Web of Science lists ten papers from ''Tetrahedron'' that have more than 1000 citations. The four articles that have been cited more than 2000 times are: * – cited 2228 times * – cited 2162 times * – cited 2124 times * – cited 2107 times See also * ''Tetrahedron Letters'' * ''Tetrahedron Computer Methodology'' * ''Polyhedron In geometry, a polyhedron (plural polyhedra or polyhedrons; ) is a three-dimensional shape with flat polygonal faces, straight edges and sharp corners or vertices. A convex polyhedron is the convex hull of finitely many points, not all on th ...'' (journal) Refere ...
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Carbosilanes
Carbosilanes are organosilicon compounds where the structures feature alternating silicon and carbon atoms, i.e., Si-C-Si-C linkages. They represent molecular analogues of silicon carbide. The compounds exploit the tendency of both carbon and silicon to form tetrahedral structures. The inventory of carbosilanes is large.{{cite book , doi=10.1007/978-3-642-70800-8, title=Carbosilanes , year=1986 , last1=Fritz , first1=Gerhard , last2=Matern , first2=Eberhard , isbn=978-3-642-70802-2 Synthesis and structure The compounds originally were obtained as products of the pyrolysis The pyrolysis (or devolatilization) process is the thermal decomposition of materials at elevated temperatures, often in an inert atmosphere. It involves a change of chemical composition. The word is coined from the Greek-derived elements ''py ... of simple organosilicon precursors such as the methylsilanes. More efficient precursors contain premade Si-C-Si-C etc. subunits. References Carbosilanes ...
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