X-Nico

unusual facts about N-Butyllithium



Acetylide

In the reaction in scheme 1 the alkyne proton of ethyl propiolate is deprotonated by n-butyllithium at -78 °C to form lithium ethyl propiolate to which cyclopentanone is added forming a lithium alkoxide.

Ferrocene

Ferrocene reacts readily with butyl lithium to give 1,1'-dilithioferrocene, which in turn is a versatile nucleophile.


see also