chem whatarethemechanismsofchemicalchange

Reactivity 3.3.3 - radicals take part in substitution reactions with alkanes, producing a mixture of products

see convention for depicting organic reaction mechanisms

halogenation occur via a radical mechanism
  • alkanes contain strong and bonds which take a lot of energy to break
  • alkanes are non-polar, so do not attract nucleophiles or electrophiles
  • so are relatively unreactive compounds
  • are regarded as kinetically stable due to high activation energies

however, they are thermodynamically unstable compared to the products

radical substitution reactions occur in 3 stages
  • alkanes are saturated, so they mainly undergo substitution
    eg

once formed, the radicals will start a chain reaction where a mixture of products including the halogenoalkane is formed

initiation
  • formation of radical species
  • eg photolytic fission of chlorine
propagation
  • the radicals formed in initiation react with other species forming new radicals
  • many possible propagation steps allowing the reaction to continue

for example:

termination
  • remove radicals from the mixture when they react with each other
  • pair up their electrons to form a covalent bond

for example:

the reaction mixture may contain mono- and disubstituted halogenoalkanes, as well as and larger alkanes