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Organic Chemistry and Analysis

2,4-DNPH and Tollens' reagent

  • 3 things to know
  • Components 02 and 03

Overview

Recall questions on what each reagent detects, the observations for a positive result, using a 2,4-DNPH derivative to identify a specific compound, and why ketones fail Tollens'.

What you need to know

Answer each one before you reveal it.

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Key term

What is a positive 2,4-DNPH result, and how is the precipitate used to identify a specific carbonyl compound?

Key term

What is Tollens' reagent and what complex ion does it contain?

Key term

What observation indicates a positive Tollens' test?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What reagent is used to detect the presence of a carbonyl group?

    Model answer

    2,4-dinitrophenylhydrazine (2,4-DNPH)

  2. 2

    What observation indicates a positive test with 2,4-DNPH?

    Model answer

    An orange or yellow precipitate forms

  3. 3

    How can the precipitate formed with 2,4-DNPH be used to identify a specific carbonyl compound?

    Model answer

    The precipitate is a derivative whose melting point can be measured and compared to known values

  4. 4

    Why do different carbonyl compounds form derivatives with 2,4-DNPH that can be distinguished from each other?

    Model answer

    Each derivative has a characteristic melting point

  5. 5

    What is Tollens' reagent and what complex ion does it contain?

    Model answer

    Tollens' reagent is ammoniacal silver nitrate, containing the [Ag(NH₃)₂]⁺ complex ion

  6. 6

    What functional group does Tollens' reagent detect?

    Model answer

    The aldehyde group

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AThe first step is Cl• + O₃ → ClO• + O₂.
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In ClO⁻, chlorine has oxidation number +1.
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