Which of the following compounds undergoes dehydration most easily?

Amongst the following compounds,identify which are insoluble,partially soluble,and highly soluble in water:
$(i)$ phenol,$(ii)$ toluene,$(iii)$ formic acid,$(iv)$ ethylene glycol,$(v)$ chloroform,$(vi)$ pentanol.

Which one of the following is a secondary alcohol?

The starting material is $butan-2-ol$. The reaction with $H^+/\Delta$ yields $(x)$ possible products,and the subsequent reaction of these products with $Br_2/CCl_4$ yields $(y)$ possible products. Determine the values of $x$ and $y$.

$\xrightarrow{{ROH/{H^ + }}}$ $P$ (major organic product)
The product $P$ is

Alcohols $(i) \ CH_3CH_2CH_2OH$,$(ii) \ CH_3-CH(OH)-CH_3$ and $(iii) \ CH_3-C(CH_3)(OH)-CH_3$ were treated with Lucas reagent (Conc. $HCl + ZnCl_2$). What results do you expect at room temperature?