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Question

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 Hbonding.
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C
o-nitrophenol shows intermolecular Hbonding.
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D
none of these.
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Solution

The correct option is B o- nitrophenol shows intramolecular Hbonding.
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.

Hence, the correct option is 'B'.

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