Question:
What would be the product X in the following chemical reaction?
What would be the product X in the following chemical reaction?
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Phenol + \(CHCl_3/NaOH\) gives salicylaldehyde through the Reimer-Tiemann reaction.
Updated On: Jun 16, 2026
- Salicylic acid
- Benzoquinone
- Salicylaldehyde
- 4-Hydroxybenzoic acid
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The Correct Option is C
Solution and Explanation
Concept:
This question involves three consecutive reactions:
• Diazotisation of aniline.
• Hydrolysis of diazonium salt.
• Reimer-Tiemann reaction of phenol.
Step 1: Diazotisation of aniline.
Aniline reacts with sodium nitrite and hydrochloric acid at \(273\) K to form benzene diazonium chloride. \[ C_6H_5NH_2 \rightarrow C_6H_5N_2^+Cl^- \]
Step 2: Hydrolysis of diazonium salt.
On warming with water, \[ C_6H_5N_2^+Cl^- \rightarrow C_6H_5OH \] Phenol is produced.
Step 3: Reimer-Tiemann reaction.
Phenol reacts with chloroform and aqueous sodium hydroxide. The formyl group is introduced mainly at the ortho position. \[ C_6H_5OH \xrightarrow[NaOH]{CHCl_3} o\text{-Hydroxybenzaldehyde} \]
Step 4: Identify the product.
\(o\)-Hydroxybenzaldehyde is commonly called salicylaldehyde. \[ \boxed{\text{Salicylaldehyde}} \]
• Diazotisation of aniline.
• Hydrolysis of diazonium salt.
• Reimer-Tiemann reaction of phenol.
Step 1: Diazotisation of aniline.
Aniline reacts with sodium nitrite and hydrochloric acid at \(273\) K to form benzene diazonium chloride. \[ C_6H_5NH_2 \rightarrow C_6H_5N_2^+Cl^- \]
Step 2: Hydrolysis of diazonium salt.
On warming with water, \[ C_6H_5N_2^+Cl^- \rightarrow C_6H_5OH \] Phenol is produced.
Step 3: Reimer-Tiemann reaction.
Phenol reacts with chloroform and aqueous sodium hydroxide. The formyl group is introduced mainly at the ortho position. \[ C_6H_5OH \xrightarrow[NaOH]{CHCl_3} o\text{-Hydroxybenzaldehyde} \]
Step 4: Identify the product.
\(o\)-Hydroxybenzaldehyde is commonly called salicylaldehyde. \[ \boxed{\text{Salicylaldehyde}} \]
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