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2-(Trimethylsilyl)ethoxymethyl Chloride
2-(Trimethylsilyl)ethoxymethyl chloride (SEM-Cl) is an organochlorine compound with the formula C6H15ClOSi, which was developed by Bruce H. Lipshutz during his work on the synthesis of ''N''-methylmaysenine. It is used to protect hydroxyl group, which can be cleaved with fluoride in organic solvents selectively under mild conditions. Typically tetrabutylammonium fluoride and caesium fluoride can be used as deprotection reagents. Alternatives such as magnesium bromide, lithium tetrafluoroborate and boron trifluoride Boron trifluoride is the inorganic compound with the formula BF3. This pungent, colourless, and toxic gas forms white fumes in moist air. It is a useful Lewis acid and a versatile building block for other boron compounds. Structure and bondin ... etherate were also developed to deprotect SEM group. References Further reading * {{DEFAULTSORT:Trimethylsilyl)ethoxymethyl chloride, 2-( Organochlorides Trimethylsilyl compounds ...
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Organochlorine Compound
An organochloride, organochlorine compound, chlorocarbon, or chlorinated hydrocarbon is an organic compound containing at least one covalent bond, covalently bonded atom of chlorine. The chloroalkane class (alkanes with one or more hydrogens substituted by chlorine) provides common examples. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with 2,3,7,8-Tetrachlorodibenzodioxin, TCDD being one of the most notorious. Physical and chemical properties Chlorination reaction, Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular dam ...
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Bruce H
The English language name Bruce arrived in Scotland with the Normans, from the place name Brix, Manche in Normandy, France, meaning "the willowlands". Initially promulgated via the descendants of king Robert the Bruce (1274−1329), it has been a Scottish surname since medieval times; it is now a common given name. The variant ''Lebrix'' and ''Le Brix'' are French variations of the surname. Actors * Bruce Bennett (1906–2007), American actor and athlete * Bruce Boxleitner (born 1950), American actor * Bruce Campbell (born 1958), American actor, director, writer, producer and author * Bruce Davison (born 1946), American actor and director * Bruce Dern (born 1936), American actor * Bruce Gray (1936–2017), American-Canadian actor * Bruce Greenwood (born 1956), Canadian actor and musician * Bruce Herbelin-Earle (born 1998), English-French actor and model * Bruce Jones (born 1953), English actor * Bruce Kirby (1925–2021), American actor * Bruce Lee (1940–1973), martial art ...
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Fluoride
Fluoride (). According to this source, is a possible pronunciation in British English. is an inorganic, monatomic anion of fluorine, with the chemical formula (also written ), whose salts are typically white or colorless. Fluoride salts typically have distinctive bitter tastes, and are odorless. Its salts and minerals are important chemical reagents and industrial chemicals, mainly used in the production of hydrogen fluoride for fluorocarbons. Fluoride is classified as a weak base since it only partially associates in solution, but concentrated fluoride is corrosive and can attack the skin. Fluoride is the simplest fluorine anion. In terms of charge and size, the fluoride ion resembles the hydroxide ion. Fluoride ions occur on Earth in several minerals, particularly fluorite, but are present only in trace quantities in bodies of water in nature. Nomenclature Fluorides include compounds that contain ionic fluoride and those in which fluoride does not dissociate. The nom ...
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Tetrabutylammonium Fluoride
Tetra-''n''-butylammonium fluoride, commonly abbreviated to TBAF and ''n''-Bu4NF, is a quaternary ammonium salt with the chemical formula (CH3CH2CH2CH2)4N+F−. It is commercially available as the white solid trihydrate and as a solution in tetrahydrofuran. TBAF is used as a source of fluoride ion in organic solvents. Preparation and properties TBAF can be prepared by passing hydrofluoric acid through an ion-exchange resin, followed by tetrabutylammonium bromide. Upon evaporation of the water, TBAF can be collected as an oil in quantitative yield. Preparing anhydrous samples is of interest as the basicity of fluoride increases by more than 20 p''K'' units on passing from aqueous to aprotic solvent. However, heating samples of the hydrated material to 77 °C under vacuum causes decomposition to the hydrogen difluoride salt. Similarly, samples dried at 40 °C under high vacuum still contain 10-30 mol% of water and some 10% of difluoride. Instead, anhydrous TBAF ha ...
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Caesium Fluoride
Caesium fluoride or cesium fluoride is an inorganic compound with the formula CsF and it is a hygroscopic white salt. Caesium fluoride can be used in organic synthesis as a source of the fluoride anion. Caesium also has the highest electropositivity of all non-radioactive elements and fluorine has the highest electronegativity of all known elements. Synthesis and properties Caesium fluoride can be prepared by the reaction of caesium hydroxide (CsOH) with hydrofluoric acid (HF) and the resulting salt can then be purified by recrystallization. The reaction is shown below: :CsOH + HF → CsF + H2O Using the same reaction, another way to create caesium fluoride is to treat caesium carbonate (Cs2CO3) with hydrofluoric acid and again, the resulting salt can then be purified by recrystallization. The reaction is shown below: :Cs2CO3 + 2 HF → 2 CsF + H2O + CO2 CsF is more soluble than sodium fluoride or potassium fluoride in organic solvents. It is available in its anhydrous for ...
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Magnesium Bromide
Magnesium bromide is a chemical compound of magnesium and bromine, with the chemical formula . It is white and deliquescent crystalline solid. It is often used as a mild sedative and as an anticonvulsant for treatment of nervous disorders. It is water-soluble and somewhat soluble in alcohol. It can be found naturally in small amounts in some minerals such as: bischofite and carnallite, and in sea water, such as that of the Dead Sea.Gruyter, W. Concise Encyclopedia Chemistry, Walter de Gruyter & Company: Berlin, 1993; 612Lewis, R.J. Hawley’s Condensed Chemical Dictionary, 15th ed.; John Wiley &Sons Inc.:New York, 2007; 777 Synthesis Magnesium bromide can be synthesized by treating with magnesium oxide (and related basic salts) with hydrobromic acid. It can also be made by reacting magnesium carbonate and hydrobromic acids, and collecting the solid left after evaporation. As suggested by its easy conversion to various hydrates, anhydrous is a Lewis acid. In the coordination p ...
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Lithium Tetrafluoroborate
Lithium tetrafluoroborate is an inorganic compound with the formula Li BF4. It is a white crystalline powder. It has been extensively tested for use in commercial secondary batteries, an application that exploits its high solubility in nonpolar solvents.Xu, Kang. "Nonaqueous Liquid Electrolytes for Lithium-Based Rechargeable Batteries."Chemical Reviews 2004, volume 104, pp. 4303-418. Applications Although BF4− has high ionic mobility, solutions of its Li+ salt are less conductive than other less associated salts. As an electrolyte in lithium-ion batteries, LiBF4 offers some advantages relative to the more common LiPF6. It exhibits greater thermal stability and moisture tolerance. For example, LiBF4 can tolerate a moisture content up to 620 ppm at room temperature whereas LiPF6 readily hydrolyzes into toxic POF3 and HF gases, often destroying the battery's electrode materials. Disadvantages of the electrolyte include a relatively low conductivity and difficulties forming ...
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Boron Trifluoride
Boron trifluoride is the inorganic compound with the formula BF3. This pungent, colourless, and toxic gas forms white fumes in moist air. It is a useful Lewis acid and a versatile building block for other boron compounds. Structure and bonding The geometry of a molecule of BF3 is trigonal planar. Its D3h symmetry conforms with the prediction of VSEPR theory. The molecule has no dipole moment by virtue of its high symmetry. The molecule is isoelectronic with the carbonate anion, . BF3 is commonly referred to as " electron deficient," a description that is reinforced by its exothermic reactivity toward Lewis bases. In the boron trihalides, BX3, the length of the B–X bonds (1.30 Å) is shorter than would be expected for single bonds, and this shortness may indicate stronger B–X π-bonding in the fluoride. A facile explanation invokes the symmetry-allowed overlap of a p orbital on the boron atom with the in-phase combination of the three similarly oriented p orbitals ...
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Organochlorides
An organochloride, organochlorine compound, chlorocarbon, or chlorinated hydrocarbon is an organic compound containing at least one covalently bonded atom of chlorine. The chloroalkane class (alkanes with one or more hydrogens substituted by chlorine) provides common examples. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious. Physical and chemical properties Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage. Natural occurrence Many organochlorine compounds have been isolate ...
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