JEE Advanced levelSingle correct optionDifficulty 3 of 3ap123
Phenol is treated with NaOH, then with COX2 (4-7 atm, 400 K), and acidified to give X. X is then heated with ethanoic anhydride in the presence of a few drops of conc. HX2SOX4 to give Y. Y is
Aphenyl ethanoate
B2-acetoxybenzoic acid (aspirin)
C4-acetoxybenzoic acid
Dmethyl 2-hydroxybenzoate
Answer: B
The Kolbe-Schmidt reaction gives X = 2-hydroxybenzoic acid. Acetylation of the phenolic −OH by ethanoic anhydride converts it into the ester −OCOCHX3 while the carboxylic acid group remains free, giving 2-acetoxybenzoic acid (aspirin).