Predict the products of the following reactions — sec-butylmagnesium iodide — n-butyllithium CH3CH2OH — isobutylmagnesium bromide but-1-yne

(e)

SOLUTION

These reactions are acid-base reactions in which an acidic proton (or deuteron) is transferred to a basic carbon in either a Grignard reagent or an alkyllithium.

(a)

(b) CH3CH2CH2CH3 + LiOCH2CH3

(C)

(d)