HALOGENOALKANES

Cards (9)

  • Halogenoalkanes
    Contain polar bonds as the halogens are more electronegative than carbon atoms, drawing electron density towards the halogen and forming δ+ and δ- regions
  • Nucleophiles
    • Species that contain a lone electron pair attracted to δ+ regions of molecules
    • Examples: CN-, :NH3, -:OH
  • Nucleophilic Substitution

    1. Nucleophile attacks δ+ carbon, electrons transferred to halogen
    2. Can produce alcohols or amines from halogenoalkanes
  • Elimination
    Nucleophile acts as a base, accepts a proton and removes a hydrogen atom, resulting in elimination of the halide and formation of a carbon-carbon double bond
  • Greater Mr of halogen in polar bond

    Lower bond enthalpy, faster rate of reaction
  • Nucleophilic substitution reactions can only occur for (primary) and (secondary) halogenoalkanes
  • Elimination reactions can only occur from and (tertiary) halogenoalkanes
  • Ozone depletion
    Ozone in the atmosphere absorbs UV radiation, CFCs also absorb UV radiation, breaking down the carbon-halogen bonds to form free radicals that can catalyse ozone depletion
  • CFC-free solvents are now being produced to prevent them entering the atmosphere, helping minimise ozone depletion and global warming