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What prevents o-nitrophenol from dissolving in sodium bicarbonate?

1. Because it forms hydrogen bonds within the molecule.
2. The hydrogen atom in the hydroxyl group is tightly bonded.
3. It lacks acidic properties.
4. It is unable to undergo a reaction with sodium bicarbonate.

Correct answer: Because it forms hydrogen bonds within the molecule.

Solution

o-Nitrophenol is not soluble in NaHCO3 because its intramolecular hydrogen bonding reduces the availability of the -OH proton, making it less acidic and unable to react with NaHCO3.

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