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|Section2= |Section3= |Section4= }} ''tert''-Butyllithium is a chemical compound with the formula (CH3)3CLi. As an organolithium compound, it has applications in organic synthesis since it is a strong base, capable of deprotonating many carbon acids, including benzene. ''tert''-Butyllithium is available commercially as hydrocarbon solutions; it is not usually prepared in the laboratory. Its synthesis was first reported by R. B. Woodward in 1941. ==Structure and bonding== Like other organolithium compounds, ''tert''-butyllithium is a cluster. Whereas ''n''-butyllithium exists both as a hexamer and a tetramer, ''tert''-Butyllithium exists as tetramer with a cubane structure. Bonding is organolithium clusters, involves sigma delocalization and significant Li---Li bonding.〔Elschenbroich, C. ”Organometallics” (2006) Wiley-VCH: Weinheim. ISBN 978-3-527-29390-2〕 The lithium–carbon bond in ''tert''-butyllithium is highly polarized, having about 40 percent ionic character. The molecule reacts like a carbanion, as is represented by these two resonance structures.〔Organometallic reagents: sources of nucleophilic carbon for alcohol synthesis. K. P. C. Vollhardt, N. E. Schore: ''Organic Chemistry : Structure And Function''. 3rd edition, 1999, §8.7.〕 (Given the polarity calculations on the C–Li bond, the "real" structure of a single molecule of ''t''-butyllithium is likely a near-average of the two resonance contributors shown, in which the central carbon atom has a ~50% partial negative charge while the lithium atom has a ~50% partial positive charge.) : 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「Tert-Butyllithium」の詳細全文を読む スポンサード リンク
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