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Which reagent distinguishes aldehydes from ketones by giving a positive (silver mirror) reaction only with aldehydes?
AFehling's solution
B$\mathrm{Br_2}$/CCl₄
CTollens' reagent ($\mathrm{[Ag(NH_3)_2]^+}$)
D$\mathrm{2,4\!-\!DNP}$
Answer & Solution
Correct answer: C. Tollens' reagent ($\mathrm{[Ag(NH_3)_2]^+}$)
**Tollens' reagent** is ammoniacal silver nitrate: $[\mathrm{Ag(NH_3)_2}]^+$. Aldehydes reduce $\mathrm{Ag^+}$ to metallic silver, depositing the characteristic **silver mirror** on the inside of the test tube. Ketones don't reduce it.
**Why the others fail the distinction.**
- Fehling's (A) also distinguishes aldehydes from ketones (brick-red Cu₂O ppt with aldehydes) — but the question asks for the *silver mirror* test specifically, which is Tollens'.
- 2,4-DNP (C) reacts with *both* aldehydes and ketones (it tests for the carbonyl group, period), so it can't tell them apart.
- Br₂/CCl₄ (D) is the alkene/alkyne test, not a carbonyl test.
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