In the given reaction scheme, $\mathbf{P}$ is a phenyl alkyl ether, $\mathbf{Q}$ is an aromatic compound; $\mathbf{R}$ and $\mathbf{S}$ are the major products. $$\mathbf{P} \xrightarrow{\mathrm{HI}} \mathbf{Q} \xrightarrow[\text { (iii) } \mathrm{H}_{3} \mathrm{O}^{+}]{\substack{\text { (i) } \mathrm{NaOH} \\ \text { (ii) } \mathrm{CO}_{2}}} \mathbf{R} \xrightarrow[\text { (ii) } \mathrm{H}_{3} \mathrm{O}^{+}]{\text {(i) }(\mathrm{CH}_{3} \mathrm{CO})_{2} \mathrm{O}} \mathbf{S}$$ The correct statement about $\mathbf{S}$ is

(B) It inhibits the synthesis of prostaglandin.

(A) It primarily inhibits noradrenaline degrading enzymes.

(D) It is ortho-acetylbenzoic acid.

JEE Advanced · 2023 · 04 Jun 2023 · Paper 1 · Alcohols Phenols and Ethers

In the given reaction scheme,

P

is a phenyl alkyl ether,

Q

is an aromatic compound;

R

and

S

are the major products.

P HI Q (i) NaOH (ii) CO_{2} (iii) H_{3} O^{+} R (i) (CH_{3} CO)_{2} O (ii) H_{3} O^{+} S

The correct statement about

S

Answer: (B)

The reaction sequence describes the synthesis of aspirin (acetylsalicylic acid):

P (phenyl alkyl ether, likely anisole)

HI

Q (phenol)

Q (phenol) undergoes Kolbe-Schmitt reaction:

R (salicylic acid) is acetylated:

to give S (aspirin/acetylsalicylic acid)

Aspirin inhibits the synthesis of prostaglandins by blocking the cyclooxygenase (COX) enzyme.

Answer: (B)

JEE Advanced · 2023 · 04 Jun 2023 · Paper 1 · Single correct option