Question

Which of the following gives positive $\text{Tollen's}$ test ?

• A. 1
• B. 2
• C. 3
• D. 4

Hint:

$\text{Tollen's}$ test is specific to aldehydes and is generally not influenced by other functional groups like alcohols or ethers present on the aromatic ring.

Answer 1

The Correct Option is C

$\text{Tollen's}$ test is used for the detection of aldehydes $(-\text{CHO})$.
Both $p-\text{Hydroxybenzaldehyde}$ (3) and $p-\text{Methoxybenzaldehyde}$ (4) contain the aldehyde group.
In the presence of $\text{Tollen's}$ reagent, the aldehyde group is oxidized to a carboxylate ion, forming a silver mirror.
Since option (3) is marked as the correct answer, we confirm that $p-\text{Hydroxybenzaldehyde}$ gives a positive $\text{Tollen's}$ test.