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Tert-butyllithium
''tert''-Butyllithium is a chemical compound with the Chemical formula, formula (CH3)3CLi. As an organolithium compound, it has applications in organic synthesis since it is a strong base (chemistry), base, capable of deprotonation, deprotonating many carbon molecules, including benzene. ''tert''-Butyllithium is available commercially as solutions in hydrocarbons (such as pentane); it is not usually prepared in the laboratory. Preparation ''tert''-Butyllithium is produced commercially by treating tert-butyl chloride with lithium. Its synthesis was first reported by R. B. Woodward in 1941. Structure and bonding Like other organolithium compounds, ''tert''-butyllithium is a cluster compound. Whereas n-Butyllithium, ''n''-butyllithium exists both as a hexamer and a tetramer, ''tert''-butyllithium exists exclusively as a tetramer with a cubane-type cluster, cubane structure. Bonding in organolithium clusters involves three-center two-electron bond, sigma delocalization and significan ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sec-butyllithium
''sec''-Butyllithium is an organometallic compound with the Chemical formula, formula CH3CHLiCH2CH3, abbreviated ''sec''-BuLi or ''s''-BuLi. This Chiral (chemistry), chiral organolithium reagent is used as a source of ''sec''-butyl carbanion in organic synthesis.. Synthesis ''sec''-BuLi can be prepared by the reaction of ''sec''-butyl halides with lithium metal: Properties Physical properties ''sec''-Butyllithium is a colorless viscous liquid. Using mass spectrometry, it was determined that the pure compound has a tetrameric structure. It also exists as tetramers when dissolved in organic solvents such as benzene, cyclohexane or cyclopentane. The cyclopentane solution has been detected with 6Li-NMR spectroscopy to have a hexameric structure at temperatures below −41 °C. In electron-donating solvents such as tetrahydrofuran, there exists an equilibrium between monomeric and dimeric forms. Chemical properties The carbon-lithium bond is highly polar, rendering the carbon ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dimethoxyethane
Dimethoxyethane, also known as glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve, and DME, is a colorless, aprotic, and liquid ether that is used as a solvent, especially in batteries. Dimethoxyethane is miscible with water. Production Monoglyme is produced industrially by the reaction of dimethylether with ethylene oxide: :CH3OCH3 + CH2CH2O → CH3OCH2CH2OCH3 Applications as solvent and ligand left, 144px, Structure of the coordination complex NbCl3(dimethoxyethane)(3-hexyne). Together with a high-permittivity solvent (e.g. propylene carbonate), dimethoxyethane is used as the low-viscosity component of the solvent for electrolytes of lithium batteries. In the laboratory, DME is used as a coordinating solvent. Dimethoxyethane is often used as a higher-boiling-point alternative to diethyl ether and tetrahydrofuran. Dimethoxyethane acts as a bidentate ligand for some metal cations. It is therefore often used in organometallic chemist ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tetrahydrofuran
Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water- miscible organic liquid with low viscosity. It is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. It is an isomer of another solvent, butanone. Production About 200,000 tonnes of tetrahydrofuran are produced annually. The most widely used industrial process involves the acid-catalyzed dehydration of 1,4-Butanediol, 1,4-butanediol. Ashland Inc., Ashland/ISP is one of the biggest producers of this chemical route. The method is similar to the production of diethyl ether from ethanol. The butanediol is derived from Condensation reaction, condensation of acetylene with formaldehyde followed by hydrogenation. DuPont developed a process for producing THF by oxidizing Butane#Isomers, ''n''-butane to crude maleic anhydride, follow ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Half-life
Half-life is a mathematical and scientific description of exponential or gradual decay. Half-life, half life or halflife may also refer to: Film * Half-Life (film), ''Half-Life'' (film), a 2008 independent film by Jennifer Phang * ''Half Life: A Parable for the Nuclear Age'', a 1985 Australian documentary film Literature * Half Life (Jackson novel), ''Half Life'' (Jackson novel), a 2006 novel by Shelley Jackson * Half-Life (Krach novel), ''Half-Life'' (Krach novel), a 2004 novel by Aaron Krach * Halflife (Michalowski novel), ''Halflife'' (Michalowski novel), a 2004 novel by Mark Michalowski * ''Rozpad połowiczny'' (), a 1988 award-winning dystopia novel by Edmund Wnuk-Lipiński Music *Half Life (3 album), ''Half Life'' (3 album) (2001) *Halflife (EP), ''Halflife'' (EP), an EP by Lacuna Coil and the title track *''Half-Life E.P.'', an EP by Local H * "Half Life", a song by 10 Years from ''The Autumn Effect'' * "Half Life", a song by Come from ''Near-Life Experience'' * "Ha ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diethyl Ether
Diethyl ether, or simply ether, is an organic compound with the chemical formula , sometimes abbreviated as . It is a colourless, highly Volatility (chemistry), volatile, sweet-smelling ("ethereal odour"), extremely flammable liquid. It belongs to the ether class of organic compounds. It is a common solvent and was formerly used as a general anesthetic. Production Most diethyl ether is produced as a byproduct of the vapor-phase Hydration reaction, hydration of ethylene to make ethanol. This process uses solid-supported phosphoric acid Catalysis, catalysts and can be adjusted to make more ether if the need arises: Vapor-phase Dehydration reaction, dehydration of ethanol over some Aluminium oxide, 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. Uses The dominant use of diethyl ether is as a solvent. One particular application is in the production of cell ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ether
In organic chemistry, ethers are a class of compounds that contain an ether group, a single oxygen atom bonded to two separate carbon atoms, each part of an organyl group (e.g., alkyl or aryl). They have the general formula , where R and R′ represent the organyl groups. Ethers can again be classified into two varieties: if the organyl groups are the same on both sides of the oxygen atom, then it is a simple or symmetrical ether, whereas if they are different, the ethers are called mixed or unsymmetrical ethers. A typical example of the first group is the solvent and anaesthetic diethyl ether, commonly referred to simply as "ether" (). Ethers are common in organic chemistry and even more prevalent in biochemistry, as they are common linkages in carbohydrates and lignin. Structure and bonding Ethers feature bent linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of ox ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trapp Solvent
The Trapp mixture is a specific mixture of organic solvents that allows chemical reactions to take place at very low temperatures. It is made up of THF:diethyl ether:pentane Pentane is an organic compound with the chemical formula, formula C5H12—that is, an alkane with five carbon atoms. The term may refer to any of three structural isomerism, structural isomers, or to a mixture of them: in the IUPAC nomenclature, h ... in a 4:4:1 ratio which remains liquid down to −110 °C and the same solvents in a 4:1:1 ratio remain a liquid down to −120 °C. This solvent system retains a low viscosity until just before freezing and it allows a lower temperature reaction than pure THF, which melts at −108.4 °C. An illustrative application of Trapp solvent is the preparation of vinyllithium by lithium halogen exchange from vinyl bromide and ''tert''-butyllithium. The low temperatures suppress the reaction of the strongly basic organolithium reagent with the THF. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dichloromethane
Dichloromethane (DCM, methylene chloride, or methylene bichloride) is an organochlorine compound with the formula . This colorless, volatile liquid with a chloroform-like, sweet odor is widely used as a solvent. Although it is not miscible with water, it is slightly polar, and miscible with many organic solvents.Rossberg, M. ''et al.'' (2006) "Chlorinated Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim. . Occurrence Natural sources of dichloromethane include oceanic sources, macroalgae, wetlands, and volcanoes. However, the majority of dichloromethane in the environment is the result of industrial emissions. Production DCM is produced by treating either chloromethane or methane with chlorine gas at 400–500 °C. At these temperatures, both methane and chloromethane undergo a series of reactions producing progressively more chlorinated products. In this way, an estimated 400,000 tons were produced in the US, Europe, and Japan in 199 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ferrocene
Ferrocene is an organometallic chemistry, organometallic compound with the formula . The molecule is a Cyclopentadienyl complex, complex consisting of two Cyclopentadienyl anion, cyclopentadienyl rings sandwiching a central iron atom. It is an orange solid with a camphor-like odor that Sublimation (phase transition), sublimes above room temperature, and is soluble in most organic solvents. It is remarkable for its stability: it is unaffected by air, water, strong bases, and can be heated to 400 °C without decomposition. In oxidizing conditions it can reversibly react with strong acids to form the ferrocenium cation . Ferrocene and the ferrocenium cation are sometimes abbreviated as Fc and respectively. The first reported synthesis of ferrocene was in 1951. Its unusual stability puzzled chemists, and required the development of new theory to explain its formation and bonding. The discovery of ferrocene and its many Structural analog, analogues, known as metallocenes, sparke ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Enol Ether
In organic chemistry an enol ether is an alkene with an alkoxy substituent. The general structure is R2C=CR-OR where R = H, alkyl or aryl. A common subfamily of enol ethers are vinyl ethers, with the formula ROCH=CH2. Important enol ethers include the reagent 3,4-dihydropyran and the monomers methyl vinyl ether and ethyl vinyl ether. Reactions and uses Akin to enamines, enol ethers are electron-rich alkenes by virtue of the electron-donation from the heteroatom via pi-bonding. Enol ethers have oxonium ion character. By virtue of their bonding situation, enol ethers display distinctive reactivity. In comparison with simple alkenes, enol ethers exhibit enhanced susceptibility to attack by electrophiles such as Bronsted acids. Similarly, they undergo inverse demand Diels-Alder reactions. The reactivity of enol ethers is highly dependent on the presence of substituents alpha to oxygen. The vinyl ethers are susceptible to polymerization to give polyvinyl ethers. They also re ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
