Alcohols, Phenols and Ethers

Assertion: o-Nitrophenol is more volatile than p-nitrophenol.

Reason : Intramolecular hydrogen bonding is present in o-nitrophenol while intermolecular H - bonding is in p-nitrophenol.

• If both Assertion and Reason are true and Reason is the correct explanation of Assertion.

• If both Assertion and Reason are true but Reason is not the correct explanation of Assertion.

• If Assertion is true but Reason is false.

• If Assertion is false but Reason is true.

Assertion: Phenol is a weaker acid than ethanol.
Reason: Groups with +M effect and -I effect decrease acidity at m-position.

• If both assertion and reason are true and reason is a correct explanation of the assertion.

• If both the assertion and reason are true but the reason is not a correct explanation of the assertion.

• If the assertion is true but the reason is false.

• If both the assertion and reason are false.

Assertion: Ethers behave as bases in the presence of mineral acids.

Reason: It is due to the presence of a lone pair of electrons on the oxygen.

• If both assertion and reason are true and the reason is a correct explanation of the assertion.

• If both the assertion and reason are true but the reason is not a correct explanation of the assertion.

• If the assertion is true but the reason is false.

• If both the assertion and reason are false.

Which one of the following properties are exhibited by phenol?

• It is soluble in aq. NaOH and evolves CO₂ with aq. NaHCO₃

• It is soluble in aq. NaOH and does not evolve CO₂ withe aq. NaHCO₃

• It is not soluble in aq. NaOH but evolves CO₂ with aq. NaHCO₃

• It is insoluble in aq. NaOH and does not evolve CO₂ with aq. NaHCO₃

The intermediate J in the following Wittig reaction is

When phenol is treated with D₂SO₄ /D₂O, some of the hydrogens get exchanged. The final product in this exchange reaction is

The correct order of decreasing acidity of nitrophenols will be:

• m-nitrophenol > p-nitrophenol > o-nitrophenol

• o-nitrophenol > m-nitrophenol > p-nitrophenol

• p-nitrophenol > m-nitrophenol > o-nitrophenol

• p-nitrophenol > o-nitrophenol > m-nitrophenol 

Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI?

• ${\mathrm{CH}}_3-{\mathrm{CH}}_2-{\mathrm{CH}}_2-{\mathrm{CH}}_2-\mathrm{O}-{\mathrm{CH}}_3$

• ${\mathrm{CH}}_3-{\mathrm{CH}}_2-\underset{\underset{{\mathrm{CH}}_3}{|}}{\mathrm{CH}}-\mathrm{O}-{\mathrm{CH}}_3$

• ${\mathrm{CH}}_3-\mathrm{C}\left({\mathrm{C}}_3{\mathrm{H}}_6\right)-\mathrm{O}-{\mathrm{CH}}_3$

• ${\mathrm{CH}}_3-\underset{\underset{{\mathrm{CH}}_3}{|}}{\mathrm{CH}}-{\mathrm{CH}}_2-\mathrm{O}-{\mathrm{CH}}_3$

X $\stackrel{{\mathrm{PCl}}_5}{\to }$ C₂H₅Cl, Y $\stackrel{{\mathrm{PCl}}_5}{\to }$ CH₃COCl

X and Y are

• (C₂H₅)₂O and CH₃CO₂H

• C₂H₅I and C₂H₅CHO

• C₂H₅OH and CH₃CO₂H

• C₂H₅OH and C₂H₅CHO

Both phenol and alcohol contains -OH group. But still phenol is more acidic than alcohol. Explain why?