`PhOH+CHCl_(3) underset("Hydroxide")overset("Sodium")to ` product. The product on acidic hydrolysis gives :

Options

A. Benzoic acid
B. Salicylaldehyde
C. Salicylic acid
D. Phenol

Answer

To solve the problem, we need to analyze the reaction between phenol (PhOH) and chloroform (CHCl₃) in the presence of sodium hydroxide (NaOH), followed by acidic hydrolysis of the product formed.

### Step-by-Step Solution:

1. **Identify the Reactants:**
- The reactants are phenol (PhOH) and chloroform (CHCl₃) in the presence of sodium hydroxide (NaOH).

2. **Reaction Mechanism:**
- Sodium hydroxide acts as a base and abstracts a proton (H⁺) from phenol, generating a phenoxide ion (PhO⁻).
- The phenoxide ion is a good nucleophile and can attack the electrophilic carbon in chloroform, which has three chlorine atoms attached.

3. **Formation of the Intermediate:**
- The attack of the phenoxide ion on chloroform leads to the formation of a carbene intermediate (CCl₂), which is a neutral species with a valence of 2.
- This carbene can react further to form a product.

4. **Formation of Salicylate:**
- The phenoxide ion attacks the carbene, resulting in the formation of a compound where the phenolic group is ortho to the carbene (CCl₂) group, leading to the formation of ortho-chlorophenol.

5. **Acidic Hydrolysis:**
- The product formed (ortho-chlorophenol) undergoes acidic hydrolysis. In this step, the chlorine atom acts as a good leaving group.
- The acidic conditions facilitate the removal of the chlorine atom, leading to the formation of salicylic acid (C₇H₆O₃).

6. **Final Product:**
- The final product after acidic hydrolysis is salicylic acid (C₇H₆O₃).

### Final Answer:
The product of the reaction of phenol with chloroform in the presence of sodium hydroxide, followed by acidic hydrolysis, is salicylic acid (C₇H₆O₃).

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