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Topic: Tests to distinguish aldehydes and ketones· Organic Compounds Containing Oxygen

Identify the major product obtained in the following reaction :2-acetylbenzaldehyde (benzene ring with ortho -COCH_3 and -CHO) + 2[Ag(NH_3)_2]^+ + 3 ^-OH Δ major product

Identify the major product obtained in the following reaction :

2-acetylbenzaldehyde (benzene ring with ortho -COCH\(_3\) and -CHO) + 2\([\mathrm{Ag(NH_3)_2}]^+\) + 3 \(^-\)OH \(\xrightarrow{\Delta}\) major product

reactant and four structure options

1. ring with -CH(OH)CH\(_3\) and -COO\(^-\) (structure)

2. ring with -CH(OH)CH\(_3\) and -CH\(_2\)OH (structure)

3. ring with -COCH\(_3\) and -CH\(_2\)OH (structure)

4. ring with -COCH\(_3\) and -COO\(^-\) (structure)

1 answer

Best answer

Answer: 4. ring with -COCH\(_3\) and -COO\(^-\) (structure)

Key idea: Tollens' reagent \([\mathrm{Ag(NH_3)_2}]^+\) in base is a mild oxidant: it oxidises aldehydes to carboxylate but does not touch ketones or the ring.

The \(\mathrm{-CHO}\) group becomes \(\mathrm{-COO^-}\) and silver is deposited; the \(\mathrm{-COCH_3}\) remains unchanged. Product: ring with \(\mathrm{-COCH_3}\) and \(\mathrm{-COO^-}\): option 4. Options 1-3 involve reduction, which Tollens' reagent cannot do.

Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report
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