Given acids, alkanes, alkyl halides, amines, and alcohols, of comparable molecular mass, what is the probably order of volatility?
We assess the degree of intermolecular force; the degree of interaction between individual molecules.
And thus in order of INCREASING boiling point, DECREASING volatility:
Alcohols have a greater propensity to hydrogen bond than the amine, and are thus ranked higher: cf.
As the alkyl chain grows, hydrophobic interactions become strong, and thus long chain alkanes, even without functionality, can have high boiling points.