Why is *o*-nitrophenol significantly less soluble in water and more volatile in steam than its *p*- — Chemical Bonding Chemistry Question
Question
Why is *o*-nitrophenol significantly less soluble in water and more volatile in steam than its *p*- and *m*-isomers?
Answer: B
💡 Solution & Explanation
*o*-nitrophenol exhibits intramolecular hydrogen bonding (chelation) between the adjacent $-OH$ and $-NO_2$ groups. This internal bonding prevents it from forming intermolecular hydrogen bonds with water (reducing solubility) or other *o*-nitrophenol molecules (increasing volatility).
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