electrophilic addition by sulphuric acid

Cards (10)

  • electrophilic addition by H2SO4 forms an alkyl hydrogen sulphate
  • conditions for electrophilic addition by H2SO4:
    • concentrated H2SO4
    • cold
  • how is H2SO4 bond drawn
    H-OSO2OH
  • markpoint for electrophillic addition by H2SO4
    m1: curly arrow from C double bond to delta positive H
    m2:curly arrow from middle of bond between H and OSO2OH to show bond breaking
    m3:alkane and carbocation intermediate formed on C next to C with H added
    m4: curly arrow from middle of e- on :OSO2OH- to carbocation intermediate
  • what can alkyl hydrogen sulphate further react with to form what?
    alkyl hydrogen sulphate can react with water and heat to form an alcohol
  • Hydrolysis: using water to break covalent bonds
  • overall reaction for hydrolysis
    alkene + water ——> alcohol
  • if alkyl hydrogen sulphate is heated with water the OSO2OH group is replaced by an OH to form an alcohol and H2SO4
  • if H2SO4 is added to a symmetrical alkene in electrophilic it will form one product
  • if H2SO4 is added to an unsymmetrical alkene in electrophilic addition it will form a major and minor product