Why direct iodination is not possible, so how is this made possible in case of methane?

Complete the following equation:

$2{\mathrm{C}}_2{\mathrm{H}}_5\mathrm{OH} \underset{{140}^{°}\mathrm{C}}{\overset{\mathrm{Conc}.{\mathrm{H}}_2{\mathrm{SO}}_4}{\to }}$

Complete the following equation:

${\mathrm{CH}}_2={\mathrm{CH}}_2\underset{\mathrm{Water}}{\overset{{\mathrm{Br}}_2}{\to }}$

Complete the following equation:

${\mathrm{C}}_2{\mathrm{H}}_5\mathrm{OH} + {\mathrm{PCl}}_5 \to$