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Potassium benzyl : ウィキペディア英語版
Benzyl potassium

Benzyl potassium is an organopotassium compound with the formula C6H5CH2K. It is an orange solid that is so extremely basic that it is compatible only with hydrocarbon solvents.
==Synthesis==
One early synthesis proceeds by two-step transmetallation reaction ''via'' ''p''-tolylpotassium:〔Gilman, Henry; Pacevitz, Henry A.; Baine, Ogden "Benzylalkali Compounds" Journal of the American Chemical Society 1940, vol. 62, pp. 1514-20. 〕
:(CH3C6H4)2Hg + 2 K → 2 CH3C6H4K + Hg
:CH3C6H4K → KCH2C6H5
A modern synthesis involves the reaction of butyllithium, potassium tert-butoxide, and toluene.〔Philip J. Bailey, Robert A. Coxall, Caroline M. Dick, Sylvie Fabre, Louise C. Henderson, Christian Herber, Stephen T. Liddle, Daniel Loroño-Gonzālez, Andrew Parkin, Simon Parsons "The First Structural Characterisation of a Group 2 Metal Alkylperoxide Complex: Comments on the Cleavage of Dioxygen by Magnesium Alkyl Complexes" Chemistry, European Journal 2003, vol. 9, pp. 4820-4828. 〕 Although potassium hydride can also be used as a strong base for preparing potassium salts, benzyl potassium has the advantage of being molecular and hence more fast-acting.


抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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