Question

C₆H₁₂O₃ gives positive iodoform test on hydrolysis with dil. Acid. The hydrolysis product formed gives Tollens’ and iodoform test both. Find structure of C₆H₁₂O₃.

• A. 1
• B. 2
• C. 3
• D. 4

Hint:

Iodoform test indicates the presence of a –COCH₃ group, and Tollens' test indicates the presence of an aldehyde group (–CHO).

Answer 1

The Correct Option is A

Step 1: Understanding the reaction.
On hydrolysis, C₆H₁₂O₃ gives a product that undergoes both the iodoform test and Tollens’ test. The iodoform test indicates the presence of a methyl ketone group (–COCH₃), and the Tollens’ test indicates an aldehyde group (–CHO).
Step 2: Conclusion.
The structure \(\text{CH}_3\text{CH}_2\text{C(OH)}\text{CH}_2\text{C(OH)}\text{CH}_3\) fits both tests, as it contains a methyl ketone group and an aldehyde group. Therefore, the correct answer is (1).