# Benzyne formation with Grignard reagents

Nucleophilic substitution through an elimination-addition mechanism (involving benzyne formation) occurs with a strong base. $\ce{NH2-}$ can show this reaction. Can Grignard reagents $\ce{RMgX}$, which form $\ce{R-}$ - an even stronger base - show this reaction?

• Griniard reagent doesn't form R- and usually acts as nucleophile not base – Mithoron Jun 30 '15 at 12:32
• Actually a Grignard reagent can act as a (protic) base. Expose it to water and it's bye-bye Grignard reagent as the "R" part gets converted to a hydrocarbon. Chemists handling Grignard reagents must exclude water and anything else with which the reagent can react as a base. – Oscar Lanzi Mar 2 '16 at 2:23