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Which of the following reactions does no...

Which of the following reactions does not form salicylic acid ?

A

Permanganate oxidarion of o-cresol

B

Reimer-Tiemann carboxylation

C

Duff reaction

D

Kolbe-Schmidt reaction

Text Solution

AI Generated Solution

The correct Answer is:
To determine which reaction does not form salicylic acid, we will analyze each of the given reactions one by one. ### Step-by-Step Solution: 1. **Identify the Structure of Salicylic Acid**: - Salicylic acid has the structure: \[ \text{C}_6\text{H}_4(\text{OH})(\text{COOH}) \] - It consists of a benzene ring with a hydroxyl group (–OH) and a carboxylic acid group (–COOH) attached to it. 2. **Analyze the First Reaction: Permanganate Oxidation of Ortho-Chrysol**: - Ortho-chrysol has the structure: \[ \text{C}_6\text{H}_4(\text{OH})(\text{CH}_3) \] - When treated with potassium permanganate (KMnO4) in a basic medium (like NaOH), the methyl group (–CH3) is oxidized to a carboxylic acid (–COOH), resulting in salicylic acid. - **Conclusion**: This reaction forms salicylic acid. 3. **Analyze the Second Reaction: Riemert-Ehmann Carboxylation**: - In this reaction, phenol is treated with carbon tetrachloride (CCl4) and a base (like KOH or NaOH), followed by hydrolysis. - This process leads to the formation of salicylic acid. - **Conclusion**: This reaction also forms salicylic acid. 4. **Analyze the Third Reaction: Duff Reaction**: - In the Duff reaction, phenol is treated with hexamethylene tetraamine (HMTA). - This reaction converts phenol into salicylaldehyde (–CHO) instead of salicylic acid. - **Conclusion**: This reaction does not form salicylic acid. 5. **Analyze the Fourth Reaction: Kolbe-Schmidt Reaction**: - In the Kolbe-Schmidt reaction, phenol is treated with carbon dioxide (CO2) in the presence of a base (like NaOH), followed by hydrolysis. - This reaction also leads to the formation of salicylic acid. - **Conclusion**: This reaction forms salicylic acid. ### Final Answer: The reaction that does not form salicylic acid is the **Duff reaction**. ---
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