Colour by design

    Cards (87)

    • conjugated system
      alternating single and double bonds allowing overlap of p orbitals
    • delocalised electrons
      Electrons that are shared between more than two atoms.
    • transparent objects

      all wavelengths of visible light transmitted
    • opaque objects
      all wavelengths of visible light reflected
    • complementary colours
      colours opposite each other on the colour wheel
    • excited state
      electrons in a higher than normal energy level
    • coloured compounds
      electrons absorb light from visible region and become excited
    • colourless compounds
      electrons absorb uv light and are excited
    • chromophore
      the part of the molecule responsible for light absorption and colour
    • factors affecting colour
      when there is a smaller gap between the ground and excited state in a conjugated system
    • more delocalised electrons...

      smaller gap between ground and excited state , longer wavelength of light e.g usually in a system with more than 5 pi bonds in visible range
    • delocalised model of benzene
      6 p electrons delocalise and spread out evenly and shared between all 6 carbon atoms
      120° with uniform density around molecule
      all bonds the same length
      form charge cloud above and below plane of benzene
    • Kekule model
      asymmetrical hexagonal planar , 120° with alternating bond lengths
    • why is the kekule model not accepted

      benzene is more stable then kekule model due to delocalisation
    • evidence used to disprove kekule model
      thermochemical data
    • thermochemical data
      when cyclohexene is hydrogenated the enthalpy change is -120kjmol and you would expect the kekule model to be -360kJmol but its actually a lot less endothermic at -208kjmol
    • why does benzene undergo addition reactions
      electrons take away electrons from the delocalised ring so addition is less stable
    • why does benzene undergo electrophilic substitution
      the hydrogen atom is swapped for something else so the delocalised electron stability is preserved
    • arenes
      aromatic compounds
    • phenyl group
      group of atoms with C5H6 formula
    • how to check conjugated systems are aromatic
      planar , 4n+2 delocalised p electrons and cyclic
    • compounds derived from benzene
      nitrobenzene, benzoic acid , benzene sulfonic acid , phenyl amine and phenol
    • why are phenyl groups important

      act as feedstocks in the chemical industry
    • feedstocks
      reactants that go into a chemical process
    • non systematic named compounds derived from benzene
      benzealdehyde , benzylalcohol , benzene 1,4 carboxylic acid
    • esters derived from phenol and benzoic acid
      phenyl ethanoate , methyl benzoate
    • dye
      a soluble coloured organic molecule that is able to bind to a substrate e.d a fibre and cause a colour change
    • bromination
      substituting a bromine group to the benzene ring
    • conditions needed for bromination
      benzene and liquid Br under catalyst presence e.g Iron bromide and heat
    • bromination equation
      H+ + FeBr4- -----> HBr + FeBr3
    • chlorination
      substituting chlorine into the benzene ring
    • conditions for chlorination
      aluminum chloride , room temperature , anhydrous conditions
    • why are anhydrous conditions needed for chlorination
      AlCl3 reacts violently with H20
    • equation for chlorination
      Cl2 + AlCl3 -------> AlCl4- + Cl+
    • Freidel- Crafts Reaction
      acylation and alkylation
    • alkylation
      A reaction that introduces an alkyl group into a molecule
    • conditions needed for alkylation
      reflux
    • example of alkylation
      benzene + chloroethane---->ethyl benzene + HCl
    • acylation
      addition of an acyl group to a molecule - benzene + an acyl chloride or acid anyhydride
    • conditions needed for acylation
      anhydrous conditions
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