Step 1: Concept - Intermolecular Forces:
Boiling point depends on the strength of intermolecular forces:
1. Hydrogen Bonding: Strongest (Alcohols).
2. Dipole-Dipole Interaction: Moderate (Aldehydes, Ethers). Aldehydes generally have higher polarity than ethers.
3. Van der Waals (Dispersion) Forces: Weakest (Alkanes).
Step 2: Comparing Compounds:
- IV. Ethanol (C₂H₅OH): Has hydrogen bonding. Highest boiling point.
- II. Acetaldehyde (CH₃CHO): Polar molecule (dipole-dipole interaction). No hydrogen bonding.
- I. Dimethyl ether (CH₃OCH₃): Weakly polar (bent structure), but dipole moment is lower than aldehydes. No hydrogen bonding.
- III. Propane (C₃H₈): Non-polar. Only dispersion forces. Lowest boiling point.
Comparison between ether and aldehyde: Aldehydes typically have higher boiling points than isomeric ethers due to greater polarity of the C=O bond compared to the C–O–C bond.
Order: Propane < Ether < Aldehyde < Alcohol.
III < I < II < IV.
Step 3: Final Answer:
Option (B) III < I < II < IV.