Butyllithium
Butyllithium may refer to one of 5 isomeric organolithium reagents of which 3 are commonly used in chemical synthesis: * ''n''-Butyllithium, abbreviated BuLi or nBuLi * ''sec''-Butyllithium, abbreviated ''sec''-BuLi or sBuLi, has 2 stereoisomers, but is commonly used as racemate * ''tert''-Butyllithium, abbreviated ''tert''-BuLi or tBuLi * Isobutyllithium {{Chemistry index ... [...More Info...]       [...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]   |
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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]   |
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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]   |