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Question

The mixture of o-nitrophenol & p-nitrophenol can be separated by

A
Crystallisation
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B
Sublimation
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C
Distillation
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D
Steam distillation
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Solution

The correct option is D Steam distillation
Intra-molecular hydrogen bonding is present in o-nitrophenol. This is due to the polar nature of the O-H bonds which result in the formation of hydrogen bonds within the same molecule. This intramolecular H bonding reduces water solubility and increases volatility. But in p-nitrophenol,inter molecular hydrogen bonding (between H and O atoms of two different para-nitro phenol molecules) is possible. As a result of inter molecular hydrogen bonding, p-nitrophenol undergoes association that increases the molecular weight, whereby decreasing volatility. Thus o-nitrophenol is steam distillable while p-nitrophenol is not.

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