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Aldehydes and Ketones

Distinguishing aldehydes and ketones with Tollens’ reagent and Fehling’s solution

  • 3 things to know
  • Component 2

Overview

Recall questions on the composition of each reagent, the observation with an aldehyde and with a ketone, the equations for the oxidation, why an aldehyde is oxidised while a ketone resists, and how the two tests are carried out and interpreted.

What you need to know

Answer each one before you reveal it.

Your recallNot started
Key term

What are the two solutions that make up Fehling's solution, and why are they mixed only just before use?

Key term

What is the active species in Tollens’ reagent?

Key term

Describe how Tollens’ reagent is prepared from silver nitrate solution.

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What is the active species in Tollens’ reagent?

    Model answer

    The diamminesilver(I) ion, [Ag(NH₃)₂]⁺, in alkaline solution.

  2. 2

    Describe how Tollens’ reagent is prepared from silver nitrate solution.

    Model answer

    Aqueous sodium hydroxide is added to silver nitrate solution to give a brown precipitate of silver oxide, and dilute ammonia is then added drop by drop with shaking until that precipitate has just redissolved.

  3. 3

    State the conditions used for the Tollens’ test and the positive result.

    Model answer

    The mixture is warmed in a water bath at about 60 °C for a few minutes, and an aldehyde deposits a bright silver mirror on clean glass, or a grey-black precipitate if the tube is not clean.

  4. 4

    What is observed when a ketone is warmed with Tollens’ reagent?

    Model answer

    No change occurs. The solution stays colourless and no silver is deposited.

  5. 5

    Give the half-equation for the change undergone by the silver species in a positive Tollens’ test.

    Model answer

    [Ag(NH₃)₂]⁺ + e⁻ → Ag + 2NH₃.

  6. 6

    Give the overall ionic equation for the reaction of an aldehyde, RCHO, with Tollens’ reagent.

    Model answer

    RCHO + 2[Ag(NH₃)₂]⁺ + 3OH⁻ → RCOO⁻ + 2Ag + 4NH₃ + 2H₂O.

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