19. Reactions of Aromatics: EAS and Beyond

Which of the following correctly arranges the compounds $toluene$, $benzene$, and $nitrobenzene$ in order of decreasing reactivity toward electrophilic aromatic substitution?

In the general mechanism for electrophilic aromatic substitution, what is the first step?

In the context of electrophilic aromatic substitution, which position on a benzene ring substituted with a nitro group (${\mathrm{NO}}_2$) is most likely to act as an electrophilic site?

In the context of electrophilic aromatic substitution, which position on a benzene ring is most susceptible to attack by an electrophile?

What is the major product formed when isopropylbenzene (cumene) undergoes electrophilic aromatic substitution with ${\mathrm{Br}}_2$ in the presence of ${\mathrm{FeBr}}_3$?

In the nitration of benzene, which species acts as the electrophile during the electrophilic aromatic substitution reaction?

In the context of electrophilic aromatic substitution, how many electrophilic centers are present in acetyl chloride (${\mathrm{CH}}_3\mathrm{COCl}$)?

Which of the following species is commonly used as an electrophile in electrophilic aromatic substitution reactions?

During the electrophilic aromatic substitution of $\mathrm{isopropylbenzene}$ (cumene) with ${\mathrm{Br}}_2$ in the presence of a Lewis acid catalyst, which position on the benzene ring is most likely to be brominated?

Sort the following compounds in order of increasing reactivity toward electrophilic aromatic substitution: $t-\mathrm{Bu}-\mathrm{Ph}$ (tert-butylbenzene), $\mathrm{Ph}-{\mathrm{NO}}_2$ (nitrobenzene), $\mathrm{Ph}-{\mathrm{OCH}}_3$ (anisole), and $\mathrm{Ph}$ (benzene). Which sequence is correct?