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Question

Which of the following statements is/are correct w.r.t. the solution obtained by mixing phenol and aniline?

A
It shows a positive deviation as the H bond in aniline is stronger than the H bond between phenol and aniline
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B
It shows a negative deviation as the H bond between the phenolic proton and lone pair on N atom is stronger than the respective intermolecular H bond between similar molecules.
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C
It shows a negative deviation as the H bond between lone pair of oxygen in phenol and the proton onN in aniline is weaker than the respective intermolecular H bond between similar molecules.
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D
It shows a positive deviation as the H bond in phenol is stronger than the H bond between phenol and aniline
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Solution

The correct option is B It shows a negative deviation as the H bond between the phenolic proton and lone pair on N atom is stronger than the respective intermolecular H bond between similar molecules.
Greater the δ+ on H and stronger the donation tendency of lone pair, stronger is the H bond.
Phenolic proton and lone pairs of N in aniline form strong H bond which leads to a negative deviation from Raoult's law.

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