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|Section2= |Section3= }} ''sec''-Butyllithium is an organometallic compound with the formula CH3CHLiCH2CH3, abbreviated ''sec''-BuLi or ''s''-BuLi. This chiral organolithium reagent is used as a source of ''sec''-butyl carbanion in organic synthesis.〔Ovaska, T. V. "s-Butyllithium" in Encyclopedia of Reagents for Organic Synthesis, 2001 John Wiley & Sons: New York. .〕 ''sec''-BuLi can be prepared by the reaction of ''sec''-butyl halides with lithium metal: 400px The carbon-lithium bond is highly polar, rendering the carbon basic, as in other organolithium reagents. ''Sec''-butyllithium is more basic than the primary organolithium reagent, ''n''-butyllithium. It is also more sterically hindered, though it is still useful for syntheses. ''sec''-BuLi is employed for deprotonations of particularly weak carbon acids where the more conventional reagent ''n''-BuLi is unsatisfactory. It is, however, so basic that its use requires greater care than for ''n''-BuLi. For example diethyl ether is attacked by ''sec''-BuLi at room temperature in minutes, whereas ether solutions of ''n''-BuLi are stable.〔 Many transformations involving ''sec''-butyllithium are similar to those involving other organolithium reagents. For example, ''sec''-BuLi react with carbonyl compounds and esters to form alcohols. With copper(I) iodide ''sec''-BuLi forms lithium di-''sec''-butylcuprates. The first two reactions can also be accomplished by using ''sec''-butylmagnesium bromide, a Grignard reagent; in fact, the latter is the typical reagent for this purpose. ==References== 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Sec-Butyllithium」の詳細全文を読む スポンサード リンク
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