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Halogenoalkanes

  • 7 subtopics
  • 21 things to know
  • Components 1 and 2

What Halogenoalkanes covers

Halogenoalkanes is examined in Components 1 and 2, since the Core Ideas are examined on both written papers, and drawn on again in Component 3. It covers nucleophilic substitution of primary halogenoalkanes, elimination reactions forming alkenes, bond polarity, bond enthalpy and the ease of substitution, the silver nitrate test for halogenoalkanes, uses of halogenoalkanes and the regulation of their use, CFCs and their effect in the upper atmosphere and heating under reflux.

Where it is assessed

Components 1 and 2

the Core Ideas, Principles and Concepts, which are examined on both written papers and drawn on again in Component 3.

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The 7 subtopics

Each one has its own page.

What you need to know

Answer each one before you reveal it.

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Key term

What besides the alkene is formed in an elimination, how does the solvent decide the outcome, and which class gives most alkene?

Key term

Describe the three curly arrows in the elimination of hydrogen bromide from 1-bromopropane.

Key term

Explain why the carbon atom bonded to the halogen in a halogenoalkane carries a partial positive charge.

Key term

Place the C—F, C—Cl, C—Br and C—I bonds in order of decreasing polarity.

Key term

State the reagents used in the silver nitrate test on a halogenoalkane.

Key term

Name a halogenoalkane once widely used as a solvent for degreasing and paint stripping.

Key term

What is a CFC?

Key term

Why must the top of the reflux condenser be left open to the air?

Process

Name the mechanism by which hydroxide ions react with a primary halogenoalkane.

Key term

Explain why the C—F bond is the most polar of the four carbon-halogen bonds.

Key term

Why is ethanol added in the silver nitrate test on a halogenoalkane?

Key term

Give two reasons why the use of many halogenoalkanes is now tightly regulated.

Key term

Write the equation for the photodissociation of dichlorodifluoromethane in the stratosphere.

Key term

Why is a water bath or electric heating mantle used rather than a Bunsen flame when refluxing an organic mixture?

Key term

Describe the second curly arrow in the reaction of hydroxide ions with bromoethane.

Key term

Name the class of organic product formed when a halogenoalkane undergoes elimination.

Key term

Place 1-chlorobutane, 1-bromobutane and 1-iodobutane in order of increasing rate of hydrolysis.

Key term

State the temperature at which the silver nitrate test mixture for a halogenoalkane is kept and how that is achieved

Key term

Name a modern class of refrigerant introduced to replace the chlorine-containing compounds.

Key term

Write the equation for the reaction of a chlorine radical with ozone.

Key term

Describe the reflux preparation of butan-1-ol from 1-bromobutane.

Take Halogenoalkanes further

The same content, four other ways.

Questions from this topic

Each one with the model answer underneath.

  1. 1

    Explain why the carbon atom bonded to the halogen in a halogenoalkane carries a partial positive charge.

    Model answer

    The halogen is more electronegative than carbon, so it draws the bonding pair towards itself and leaves the carbon atom electron deficient.

  2. 2

    Name the mechanism by which hydroxide ions react with a primary halogenoalkane.

    Model answer

    The mechanism is nucleophilic substitution.

  3. 3

    Why is the hydroxide ion described as a nucleophile?

    Model answer

    It carries lone pairs of electrons on the oxygen atom and a negative charge, so it donates a pair to an electron-deficient carbon.

  4. 4

    Describe the first curly arrow in the reaction of hydroxide ions with bromoethane.

    Model answer

    An arrow runs from a lone pair on the oxygen of the hydroxide ion to the δ+ carbon atom, showing the new carbon-oxygen bond being formed.

  5. 5

    Describe the second curly arrow in the reaction of hydroxide ions with bromoethane.

    Model answer

    An arrow runs from the middle of the C—Br bond to the bromine atom, showing heterolytic fission that releases a bromide ion.

  6. 6

    From which direction does the nucleophile approach the carbon atom in this reaction, and why?

    Model answer

    It approaches from the side opposite the halogen, because that keeps it as far as possible from the electron-rich leaving group.

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Halogenoalkanes revision questions

What does Halogenoalkanes cover in Eduqas A-Level Chemistry?
7 subtopics: nucleophilic substitution of primary halogenoalkanes, elimination reactions forming alkenes, bond polarity, bond enthalpy and the ease of substitution, the silver nitrate test for halogenoalkanes, uses of halogenoalkanes and the regulation of their use, cfcs and their effect in the upper atmosphere and heating under reflux. Each one has its own page with questions and model answers.
How is Halogenoalkanes organised?
By the Eduqas A410QS specification, subtopic by subtopic, so it matches the order you are taught it in.

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