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← JEE Advanced 2023 · Paper 1
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JEE Advanced 2023 · Paper 1, Chemistry question 7

In the given reaction scheme, P is a phenyl alkyl ether, Q is an aromatic compound; R and S are the major products.

P→HIQ→(iii) HX3OX+(i) NaOH; (ii) COX2R→(ii) HX3OX+(i) (CHX3CO)X2OS\mathbf{P} \xrightarrow{\ce{HI}} \mathbf{Q} \xrightarrow[\text{(iii) } \ce{H3O+}]{\text{(i) NaOH; (ii) } \ce{CO2}} \mathbf{R} \xrightarrow[\text{(ii) } \ce{H3O+}]{\text{(i) } \ce{(CH3CO)2O}} \mathbf{S}

The correct statement about S is

Choose one option
Answer and worked solution

Official answer: B

The sequence.

  • P is anisole (a phenyl alkyl ether). HI cleaves it to phenol, Q, and CHX3I\ce{CH3I}.
  • R: the Kolbe reaction (NaOH, COX2\ce{CO2}, then acid) gives salicylic acid.
  • S: acetic anhydride acetylates the OH, giving acetylsalicylic acid (aspirin).

The options.

  • (B) True. Aspirin relieves pain by inhibiting the synthesis of prostaglandins.
  • (A) False: inhibiting noradrenaline-degrading enzymes describes antidepressants.
  • (C) False: aspirin is a non-narcotic analgesic.
  • (D) False: it is o-acetoxybenzoic acid, not o-acetylbenzoic acid.