Draw the displayed formula of the 'tri-substituted' halogenoarene produced if methylbenzene is added to excess bromine at room temperature in the presence of aluminium bromide.

Copy and complete the equation below, which can be used to show the nitration of methylbenzene:

${\mathrm{C}}_6{\mathrm{H}}_5{\mathrm{CH}}_3+{\mathrm{NO}}_2^{+}\to \mathrm{\_\_\_\_\_}+\mathrm{\_\_\_\_\_}.$

Copy and complete the equation below, which can be used to show the nitration of methylbenzene:

${\mathrm{C}}_6{\mathrm{H}}_5{\mathrm{CH}}_3+{\mathrm{HNO}}_3\stackrel{{\mathrm{H}}_2{\mathrm{SO}}_4}{\to }\mathrm{\_\_\_\_\_}+\mathrm{\_\_\_\_\_}.$

Copy and complete the two equations below, which can both be used to show the nitration of methylbenzene:

i. ${\mathrm{C}}_6{\mathrm{H}}_5{\mathrm{CH}}_3+{\mathrm{NO}}_2^{+}\to \mathrm{\_\_\_\_\_}+\mathrm{\_\_\_\_\_}.$

ii. ${\mathrm{C}}_6{\mathrm{H}}_5{\mathrm{CH}}_3+{\mathrm{HNO}}_3\stackrel{{\mathrm{H}}_2{\mathrm{SO}}_4}{\to }\mathrm{\_\_\_\_\_}+\mathrm{\_\_\_\_\_}.$

Name the possible mono-substituted products in parts i and ii.