For each pair of compounds, determine which compound boils at a higher temperature. Give a brief explanation for your predictions.
(i) heptan-1-ol or 3,3-dimethylpentan-1-ol
(ii) pentan-2-one or pentan-2-ol

• A. (i) 3,3-dimethylpentan-1-ol, because it has a branched structure.
  
  (ii) pentan-2-ol, because it can form intermolecular hydrogen bonding.
• B. (i) heptan-1-ol, because it has more hydroxyl groups.
  
  (ii) pentan-2-one, because it has a carbonyl group which can form strong intermolecular interactions.
• C. (i) heptan-1-ol, because it has a linear structure.
  
  (ii) pentan-2-ol, because it can form intermolecular hydrogen bonding.
• D. (i) 3,3-dimethylpentan-1-ol, because it has more hydroxyl groups.
  
  pentan-2-one, because it has a higher molecular weight.

Answer: (C)