Aryl Halides and Phenols - Result Question 12

15. Phenol on treatment with $CO _2$ in the presence of $NaOH$ followed by acidification produces compound $X$ as the major product. $X$ on treatment with $\left(CH _3 CO\right) _2 O$ in the presence of catalytic amount of $H _2 SO _4$ produces:

(2018 Main)

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Answer:

Correct Answer: 15. (a)

Solution:

<img src=“https://temp-public-img-folder.s3.amazonaws.com/sathee.prutor.images/sathee_image/cropped_2024_01_16_b4fdca9f34924034e8d8g-445_jpg_height_201_width_723_top_left_y_2115_top_left_x_1231.jpg"width="450">

The very first reaction in the above road map looks like Kolbe’s reaction which results to salicylic acid as

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The salicylic acid with acetic anhydride $\left[\left(CH _3 CO\right) _2 O\right]$ in the presence of catalytic amount of conc. $H _2 SO _4$ undergoes acylation to produce aspirin as

<img src=“https://temp-public-img-folder.s3.amazonaws.com/sathee.prutor.images/sathee_image/cropped_2024_01_16_b4fdca9f34924034e8d8g-446_jpg_height_340_width_808_top_left_y_490_top_left_x_293.jpg"width="450">

Aspirin is a non-narcotic analgesic (Pain killer).