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Q.

Which of the following observation(s) can be accounted for using hydrogen bonding?

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a

Thiophenol is more acidic than phenol.

b

Carboxylic acids exist as dimers in vapour state.

c

2-nitrophenol is less acidic than 4-nitrophenol.

d

Pentan-1-ol has higher boiling point than butan-1-ol 

answer is B, C.

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Detailed Solution

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Thiophenol is more acidic than phenol due to larger size of sulphur (lower BDE). Carboxylic acids exist as dimer in vapour state due to intermolecular hydrogen bonding between two molecules.
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2-nitrophenol is less acidic than 4-nitrophenol due to intramolecular hydrogen bonding.
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Pentan-1-ol has higher boiling point than butan-1-ol due to higher dispersion forces.

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