Three pure liquids are mixed in equal molar amounts to form an ideal solution.
Substance A: CH3CH2CH2Cl (1-chloropropane) – polar molecule, no hydrogen bonding.
Substance B: CH3CH2OH (ethanol) – polar molecule capable of hydrogen bonding.
Substance C: CH3(CH2)4CH3 (hexane) – non-polar hydrocarbon.
The mixture is subjected to simple distillation at 1.00 atm.
(a) Identify the strongest type of intermolecular force that is significant between molecules of each pure substance.
(b) Rank the three substances in order of increasing normal boiling point. Justify your ranking in terms of the intermolecular forces you cited in part (a).
(c) Predict the order in which the three substances will be collected during the distillation. Explain how the relationship between vapor pressure and boiling point supports your prediction.