# Is there a molecule which behaves as both nucleophile and electrophile?

One example of EAS is the Friedel-Crafts Acylation, in which benzene acts as a nucleophile in the presence of an acyl chloride and ${\text{AlCl}}_{3}$:
and one example of NAS is the $\text{S"_"N" "Ar}$ reaction (which is generally rare), in which benzene acts as an electrophile due to a strongly-deactivating group (good electron-withdrawing group) such as the ${\text{NO}}_{2}^{-}$ group (which is neutral when bonded to a cation), in the presence of base: