Solution

ID: past-exam-of-the-chemistry-b-course-of-the-university-of-cambridge/2025/paper-1/b5/b/solution

The functional group interaction profile compares donor strength and acceptor strength . In water, strong–strong contacts compensate for desolvation, giving the upper-right black region. Strong–weak contacts lose favourable solvent interactions without adequate replacement, giving the two grey regions. Weak–weak association gives the lower-left black region through the hydrophobic effect.
Ethanol's ethyl groups preferentially solvate weakly polar sites, removing this incentive for their association: the lower-left region becomes approximately neutral. Its hydroxyl group retains competition for hydrogen bonds elsewhere in the profile.[ref]

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