Haloalkanes and Haloarenes

goals
$CH_3-CH(Br)-CH_3$ is the:
The compound
$C_7 H_8 \xrightarrow { 3Cl_2/\triangle } X\xrightarrow { Br_2/Fe } Y\xrightarrow { Zn/HCl } Z$
The compound $Z$ is :
What is the molecular formula of the product formed when benzene is treated with ethyl chloride in the presence of anhydrous aluminium chloride?
Arrange the following in increasing order of boiling points.
i) ${\left( {C{H_3}} \right)_2}CHC{H_2}I$   ii) $C{H_3}C{H_2}C{H_2}Cl$    iii) $C{H_3}C{H_2}C{H_2}C{H_2}I$
Conversion of $I$ to $II$ :