4B - Alkenes

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  • Created by: Strelly22
  • Created on: 27-03-21 16:18
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  • 4B - Alkenes
    • definitions
      • stereoisomers
        • molecules with the same structural formula but a different arrangement of atoms in 3d space
      • electrophile
        • an atom (or group of atoms) which is attracted to an electron rich centre or atom where it accepts a pair of electrons to form a new covalent bond
      • electronegativity
        • a measure of the attraction of a bonded atom for the pair of electrons in a covalent bond
    • bonding
      • single bond = sigma
      • double bond = sigma + pi
      • p orbitals overlap sideways above and below the plane of the molecule
      • the shorter the bond, the higher the bond enthalpy so stronger the bond
    • isomerism
      • E/Z isomers
        • must have a C=C bond
        • must have 2 different groups of atoms attached to each C in the C=C
        • CIP Rules
          • 1. look at each C in the C=C at a time
          • 2. the one with the larger atomic number has higher priority (if same, count next one out)
          • 3. Z = the same side. E = opposite sides
      • cyclohexene only found in the Z form
    • addition reactions
      • + H2
        • 150
        • Ni catalyst
      • + halogen
        • rtp
      • + HBr
        • rtp
      • + water
        • steam
        • H3PO4or H2SO4 catalyst
      • when alkenes react with halogens or hydrogen, the atoms join to the carbons so only 1 product is formed
      • in symmetrical alkenes, 1 product is formed
      • in asymmetrical alkenes, 2 isomeric products are formed
    • Markownikoff's rule
      • when an asymmetric alkene reacts with a hydrogen halide or steam, the major product is always formed from the more stable carbocation
      • primary = 2 Hs
      • secondary = 1H
      • tertiary = 0Hs
      • 'X is the more stable product because it forms from the more stable (tyertiary/secondary) carbocation
    • atom economy and percentage yield
      • AE = sum of molar masses of desired products / sum of molar masses of all products x100
      • PY = actual yield / theoretical yield x100
    • addition polymerisation
      • formation of a very long molecular chain by the repeated addition reactions of many unsaturated alkene molecules (monomers)
      • see p45 4B to see a diagram
    • polymer waste
      • methods of polymer disposal
        • landfill
        • processing
          • use as organic feedstock
          • use as a fuel
      • novel polymers
        • bioplastics
          • produced from starch, cellulose, plant oils, proteins
          • dont require crude oil
        • biodegradable
          • produced from starch, cellulose
          • decompose in landfill + produce no toxic waste
        • photodegradable polymers
          • oil based polymer. bonds weaken by absorbing light
          • decompose rapidly

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