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Question

Assertion: Ortho and para-nitrophenol can be separated by steam distillation.

Reason: Para-nitrophenol is steam volatile due to intramolecular hydrogen bonding.


A

Both assertion and reason are true and reason is the correct explanation of assertion.

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B

Both assertion and reason are true but reason is not the correct explanation of assertion.

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C

Assertion is true but reason is false.

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D

Both assertion and reason are false.

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Solution

The correct option is C

Assertion is true but reason is false.


The explanation for the Assertion statement

  • Steam distillation is a method for separating compounds that are volatile in steam, immiscible with water, and have a high vapor pressure at the water's boiling point.
  • The hydroxyl group (-OH) and nitrogen are in close proximity in o-nitrophenol.
  • The hydrogen atoms attached to the oxygen establish a hydrogen bond.
  • It forms intramolecular hydrogen bonding.
  • Since and in the hydroxyl group of p-nitro phenol are relatively far apart, intramolecular hydrogen bonding cannot be formed between the hydrogen attached to the oxygen in the hydroxyl group.
  • The p-nitro phenol form intermolecular hydrogen bonding.
  • Hence p-nitrophenol is not steam distillable and o-nitrophenol is steam distillable.
  • Therefore, p-nitrophenol and o-nitrophenol can be separated by steam distillation.
Out of o nitrophenol and p nitrophenol, which is more volatile? Explain.

The explanation for the Reason statement

  • Hydrogen bonding is the term for the electrostatic attraction between hydrogen and the second row's most electronegative elements.
  • There are two types of hydrogen bonding: intra- and intermolecular.
  • The intramolecular hydrogen bonding causes a decrease in water solubility and an increase in volatility.
  • Therefore, o-nitrophenol is volatile.
  • As p-nitrophenol undergoes association due to intermolecular hydrogen bonding, its molecular weight increases and its volatility decreases.
  • Therefore, p-nitrophenol is non-volatile.

Therefore, the correct option is (C) Assertion is true but reason is false.


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