A-Level Chemistry OCR Notes

4.1.2 Alkanes

Alkanes
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Alkanes
  • Alkanes are a homologous series made up of saturated hydrocarbons, containing only carbon and hydrogen atoms joined by sigma bonds
  • Carbon atoms have four electrons in their outer shell. Therefore, each carbon atom can form four covalent bonds, resulting in tetrahedral geometry
  • Alkanes are not polar and only weak London forces of attraction occur, as carbon and hydrogen have similar electronegativities.
  • Boiling point of alkanes increases with chain length, as there is a greater surface area and number of electrons for stronger London forces.
  • Shorter carbon chain alkanes and more branched alkanes have a smaller surface area for contact between molecules and weaker London forces, resulting in lower boiling points
  • C-C and C-H σ bonds are strong and non-polar therefore alkanes are not reactive. The electronegativities of C and H are so similar that the C-H bonds are considered non-polar
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Combustion of Alkanes
  • Alkanes can be used as a fuel source
  • In complete combustion, the alkane burns with a clean blue flame. Water vapour and carbon dioxide are formed (greenhouse gases). E.g. C3H8 (g) + 5O2 (g) → 3CO2 (g) + 4H2O (g)
  • In incomplete combustion, the alkane burns with a dirty yellow flame. It can produce carbon, carbon monoxide and unburned hydrocarbons as products.
  • CH4 (g) + O2 (g) → C (s) + 2H2O (g)
  • CH4 (g) + 1.5O2 (g) → CO (g) + 2H2O (g)

Chlorination of Alkanes
  • Alkanes react with the halogens, specifically chlorine and bromine, in the presence of UV light to form haloalkanes
  • Methane reacts with chlorine to form chloromethane and hydrogen chloride:
    • CH4 + Cl2 CH3Cl + HCl
  • This reaction is a free radical substitution with the steps:
    • Initiation- free radicals are formed when exposed to UV
      • Cl2 2Cl•
    • Propagation- free radicals are used up and created in a chain reaction
      • Cl• + CH4 •CH3 + HCl
      • •CH3 + Cl2 → CH3Cl + Cl•
  • Termination- free radicals are removed.
    • 2Cl• Cl2
    • 2•CH3 → C2H6
    • •CH3 + Cl• → CH3Cl
  • Radical substitution reactions have limitations:
    • Further substitution could occur if another chloride radical collides with the product of propagation
    • If the carbon chain is longer, a mixture of products forms as substitution occurs at different positions along the chain

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