Practicing Success
An organic compound (A) with molecular formula C6H6O gives a characteristic colour with aqueous solution. When (A) is treated with CO2 and NaOH at 410K under pressure, it gives compound (B) which upon acidification gives compound (C). Compound (C) reacts with acetyl chloride to give (D) which is a popular pain killer. |
Identify the product (C). |
Benzoic acid Salicylic acid Phthalic acid None of the above |
Salicylic acid |
The correct answer is option 2. Salicylic acid. (i) Since, compound (A) with molecular formula C6H6O gives characteristic colour with FeCl3, therefore (A) must be a phenol. (ii) Since compound (A), i.e., phenol reacts with CO2 and NaOH under pressure (i.e., Kolbe's reaction) to give compound (B) which on acidification gives compound (C), therefore, (B) must be sodium salicylate and (C) must be salicylic acid. (iii) Since (C) reacts with acetyl chloride to form a popular pain killer (D), therefore (D) must be aspirin. (iv) All the above reactions may be explained as follows: |