Answer
$CH_{3}CH_{2}CH_{2}CH_{3}$ boils at $36^{\circ}C$
Work Step by Step
Among the five compounds, first consider which compound can participate in intermolecular H bonding. compound b. i.e. $CH_{3}CH_{2}CH_{2}-OH$ can participate in intermolecular H bonding because H is bonded with O. So, polarity of H is increased and it can participate in intermolecular H bonding and as a result boiling point is higher than others. ($117^{\circ}C$)
Now, consider if any of the compound participates in dipole dipole interaction. Compound (d) have CO group in it. So, it will take part in dipole dipole interaction. so, boiling point of this compound is the second highest ($76^{\circ}C$).
Now, for the remaining three compounds, london dispersion force is to be considered. Long chain molecule will have greater boiling point and branched chain molecule will have lower boiling point. So, compound c will have third highest boiling point ($69^{\circ}C$) and compound e will have the lowest boiling point ($9.5^{\circ}C$). So, Compound a will have the boiling point $36^{\circ}C$.
