Between butan-1-ol and butan-1-amine, which compound is expected to be more soluble in water, and why?

Butan-1-ol is expected to be more soluble in water than butan-1-amine due to differences in hydrogen bonding. Butan-1-ol contains a hydroxyl (-OH) group, allowing it to form hydrogen bonds with water molecules. The oxygen in the hydroxyl group is more electronegative, enhancing the strength of hydrogen bonding. In contrast, butan-1-amine contains an amino (-NH₂) group, and while it can form hydrogen bonds, they are generally weaker compared to alcohol-water hydrogen bonds. Therefore, butan-1-ol, with its stronger and more numerous hydrogen bonds, is anticipated to exhibit higher solubility in water than butan-1-amine.