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Chemical Reactivity (Group 1)

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Question

Compare the acidic character of 2-nitrophenol, 3-nitrophenol & 4-nitrophenol. Is this valid for all the compounds showing Intramolecular Hydrogen Bonding?

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Q. Ortho-nitrophenol is steam volatile whereas para-nitrophenol is not. This is due to

1.

Intramolecular hydrogen bonding present in ortho-nitrophenol

2.

Intermolecular hydrogen bonding present in para-nitrophenol

3.

Intramolecular hydrogen bonding present in para-nitrophenol

4.

Inter-molecular hydrogen bonding present in ortho-nitrophenol.

Q. Assertion :Boiling point of p-nitrophenol is greater than that of o-nitrophenol. Reason: There is intramolecular hydrogen bonding in p-nitrophenol and intermolecular hydrogen bonding in o-nitrophenol.

Q. Assertion :p-Nitrophenol is a stronger acid than o-nitrophenol. Reason: Intramolecular hydrogen bonding makes the o-isomer weaker than the p-isomer

Q. Assertion (A) : Ortho and para nitrophenols can be separated by steam distillation.
Reason (R) : Ortho nitrophenol exhibits intramolecular hydrogen bonding while para nitrophenol exists as associated molecules.

Q. Assertion :p- Nitrophenol is a stronger acid than o-nitrophenol. Reason: Intramolecular H-bond makes o-isomer weaker than p-isomer.

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