JEE MainChemistryAlcohols Phenols and Ethers
Identify the major product Z in the following reaction sequence: Chlorobenzene [ 300 atm ] NaOH, 623 K X [ then H ⁺] CO ₂ , 400 K Y Acetic anhydride, H ⁺ Z
Options
- A2-Hydroxybenzoic acid
- B5-Acetyl-2-hydroxybenzoic acid
- C2-Acetoxybenzoic acid
- DPhenyl ethanoate
Correct answer
C. 2-Acetoxybenzoic acid
Step-by-step solution
Step 1: Chlorobenzene reacts with aqueous NaOH at 623 K and 300 atm to form sodium phenoxide via the Dow process. Thus, X is sodium phenoxide. Step 2: Sodium phenoxide undergoes Kolbe's reaction with CO ₂ at 400 K followed by acidification to yield 2-hydroxybenzoic acid (salicylic acid). Thus, Y is salicylic acid. Step 3: Salicylic acid reacts with acetic anhydride in the presence of an acid catalyst to undergo acetylation at the phenolic - OH group, forming 2-acetoxybenzoic acid (acetylsalicylic acid, commonly kno