4.2.2 haloalkanes

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  • Created by: avocado05
  • Created on: 06-03-22 19:04
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  • haloalkanes
    • definitions
      • nuleophile
        • electron pair donor
      • curly arrow
        • shows the movement of electron pairs
      • heterolytic fission
        • breaking of a covalent bond where one atom gains both shared electrons forming anion and cation
    • reactivity
      • haloalkanes become more reactive as you go down the group and hydrolyse the fastest
        • down group, bond strength becomes weaker since lower bond enthalpy
          • requires less energy to break bonds
    • nucleophilic substitution
      • can be with any nucleophile such as OH-
      • heterolytic
        • both electrons move to halogen
          • new bond formed between C and OH-
            • must know mechanism
      • nucleophile attacks d+ carbon and replaces halogen
      • conditions
        • react with ethanoic aqueous solution of warm NaOH
          • under reflux
    • reaction with water
      • conditions
        • heat with water under reflux
      • water weak nucleophile so reaction slower
        • oxygen only carries partial -ve charge in water, but full -ve charge in OH-
      • RX + H2O = ROH + H+ + X-
    • test for reactivity
      • aqueous silver nitrate
        • iodide = yellow ppt forms fastest
        • bromide = cream ppt forms second
        • chloride = white ppt forms slowest
          • Ag+ +X- = AgX
    • environment
      • ozone
        • formed naturally when O2 molecule broken down into 2 free radicals by UV which then attack other oxygen molecules forming ozone
          • homolytic fission
      • CFCs
        • uses: refrigerants, flame retardants, dry - cleaning solvents
        • UV provides sufficient energy to break C-hal bond by homolytic fission
          • C-Cl bond has lowest bond enthalpy so breaks
            • photodissociation
        • stable, volatile, non-flammable
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