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Carboxylic Acids and Their Derivatives

Nitriles from carboxylic acids and halogenoalkanes

  • 3 things to know
  • Component 2

Overview

Two steps by which ethanoic acid is converted into ethanenitrile, organic product formed when bromoethane reacts with potassium cyanide and mechanism of the reaction between a halogenoalkane and potassium cyanide.

What you need to know

Answer each one before you reveal it.

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Key term

Describe the movement of electrons shown by the two curly arrows when a cyanide ion reacts with 1-bromopropane.

Key term

Give the formula of the nitrile functional group and describe the bond within it.

Process

Outline the two steps by which ethanoic acid is converted into ethanenitrile.

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    Give the formula of the nitrile functional group and describe the bond within it.

    Model answer

    A nitrile contains the group —C≡N, in which carbon and nitrogen are joined by a triple bond.

  2. 2

    Outline the two steps by which ethanoic acid is converted into ethanenitrile.

    Model answer

    The acid is first converted into ethanamide by way of its ammonium salt, and the amide is then dehydrated.

  3. 3

    Name the reagent and conditions used to dehydrate an amide to a nitrile.

    Model answer

    The amide is heated with phosphorus(V) oxide, P₄O₁₀.

  4. 4

    Write the equation for the dehydration of ethanamide.

    Model answer

    CH₃CONH₂ → CH₃CN + H₂O.

  5. 5

    State the reagent and conditions used to convert a halogenoalkane into a nitrile.

    Model answer

    The halogenoalkane is heated under reflux with potassium cyanide dissolved in ethanol.

  6. 6

    Write the equation for the reaction of bromoethane with potassium cyanide.

    Model answer

    CH₃CH₂Br + KCN → CH₃CH₂CN + KBr.

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