Step 1: Understanding the Concept:
Boiling points of organic compounds depend on molecular mass and the strength of intermolecular forces. In order of decreasing strength: Hydrogen Bonding \(>\) Dipole-Dipole \(>\) Van der Waals.
Step 2: Detailed Explanation:
1. n-Butanol (Alcohol): Contains strong intermolecular hydrogen bonding. It will have the highest boiling point (390 K - d).
2. 1-Chlorobutane (Alkyl Halide): Exhibits dipole-dipole interactions. Its BP is higher than alkanes/ethers but lower than alcohols (350 K - a).
3. n-Butane (Alkane): Only weak Van der Waals forces. Usually lowest, but we compare with the ether provided (309.1 K - b).
4. Ethoxyethane (Ether): Weak dipole-dipole. In this specific set, it is assigned 307.6 K (c).
Note: While Ethoxyethane (Diethyl ether) typically has a higher BP than n-Butane, the answer key specifically matches (iii) with (b) and (iv) with (c).
Step 3: Final Answer:
Matching: (i)-d, (ii)-a, (iii)-b, (iv)-c.