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Example · Example 7

Q.Explain why the solubility of alcohols in water decreases steadily from methanol to higher members such as pentan-1-ol.

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An alcohol dissolves in water by forming hydrogen bonds with water molecules through its −OH-\text{OH} group, effectively replacing the hydrogen bonds it would otherwise form with itself. Every alcohol has exactly one such −OH-\text{OH} group, so the hydrogen-bonding contribution to solubility stays roughly constant across the series, but the hydrocarbon part of the molecule -- which cannot hydrogen-bond with water at all, and which water's own hydrogen-bonded structure must be locally disrupted to accommodate -- grows steadily from methanol to pentan-1-ol and beyond. Past a certain chain length the large, non-polar hydrocarbon portion dominates the molecule's overall behaviour, so the molecule increasingly resembles an alkane (essentially insoluble in water) rather …

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