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Question: Answered & Verified by Expert
Which one of the following properties is exhibited by phenol?
ChemistryAlcohols Phenols and EthersWBJEEWBJEE 2012
Options:
  • A It is soluble in aq. $\mathrm{NaOH}$ and evolves $\mathrm{CO}_{2}$ with aq. $\mathrm{NaHCO}_{3}$
  • B It is soluble in aq. NaOH and does not evolve $\mathrm{CO}_{2}$ withe aq. $\mathrm{NaHCO}_{3}$
  • C It is not soluble in aq. NaOH but evolves $\mathrm{CO}_{2}$ with aq. $\mathrm{NaHCO}_{3}$
  • D It is insoluble in aq. NaOH and does not evolve $\mathrm{CO}_{2}$ with aq. $\mathrm{NaHCO}_{3}$
Solution:
1895 Upvotes Verified Answer
The correct answer is: It is soluble in aq. NaOH and does not evolve $\mathrm{CO}_{2}$ withe aq. $\mathrm{NaHCO}_{3}$
Phenol is a weak acid. It reacts with $\mathrm{NaOH}$ to produce salt.
$$
\begin{array}{r}
\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}+\mathrm{NaOH} \longrightarrow \\
\qquad \begin{aligned}
\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{ONa} \\
\text { sodium phenoxide }
\end{aligned}+\mathrm{H}_{2} \mathrm{O}
\end{array}
$$
But it is not sufficiently acidic to evolve $\mathrm{CO}_{2}$ from NaHCO $_{3}$ solution.

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