Answer:
CH₄ < CH₃Cl < CH₃OH
Explanation:
In all three compounds, the central C atom has four bonds, so the molecules all have a tetrahedral molecular geometry.
The only difference is in one bond: CH₃-Cl, CH₃-H, and CH₃-OH.
CH₃-Cl: The C-Cl bond is polar, so the strongest intermolecular forces are dipole-dipole.
CH₄: the molecule is symmetrical, so the strongest intermolecular forces are London dispersion forces.
CH₃-OH: The OH group can form hydrogen bonds.
The order of strength of intermolecular forces is
London dispersion forces < dipole-dipole < hydrogen bonds
The order of boiling points is
CH₄ < CH₃Cl < CH₃OH