Ortho-nitrophenol is less soluble in water than para and meta-nitrophenols because:
A
o- nitrophenol is more volatile in steam than those of m- and p- isomers.
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B
o- nitrophenol shows intramolecular H−bonding.
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C
o-nitrophenol shows intermolecular H−bonding.
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D
none of these.
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Solution
The correct option is B o- nitrophenol shows intramolecular H−bonding. Intramolecular hydrogen bonding decreases water solubility of o-nitrophenol, while para and meta-nitrophenols show intermolecular hydrogen bonding which increases their solubility in water. Hence, ortho-nitrophenol is less soluble in water than para and meta-nitrophenols.