Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

An organic compound A having molecular formula C6H6O gives a violet colour with neutral FeCl3 ​ solution. A on treatment with CO2​ and NaOH at 400 K under pressure gives B which on acidification gives a compound C. The compound C reacts with acetyl chloride to give D which is popular pain killer. Deduce the structure of A, B, C and D.

What is the name of compound C?

Options:

Salicaldehyde

Aspirin

Paracetamol

Salicylic acid

Correct Answer:

Salicylic acid

Explanation:

The correct answer is option 4. Salicylic acid.

To deduce the structures of compounds A, B, C, and D, let us follow the clues given in the problem:

Compound A (\(C_6H_6O)\) gives a violet color with neutral \(FeCl_3\) solution.

This indicates that compound A is a phenol because phenols typically give a violet color with neutral \(FeCl_3\). Therefore, A is likely to be phenol \((C_6H_5OH)\).

\(A\) on treatment with \(CO_2\) and \(NaOH\) at 400 K under pressure gives \(B\) which on acidification gives a compound \(C\)

This reaction is characteristic of the Kolbe-Schmitt reaction, where phenol reacts with CO₂ and NaOH to form sodium salicylate (B), which upon acidification gives salicylic acid (C).

Compound \(C\) reacts with acetyl chloride to give \(D\) which is a popular pain killer

Salicylic acid (C) reacts with acetyl chloride to form acetylsalicylic acid (D), commonly known as aspirin, which is a popular painkiller.