R3.3 Flashcards
radical def
= reactive intermediate with a single unpaired electron, formed by homolysis of a covalent bond, containing an atom that does not have an octet of electrons
homolysis
homolytic fission
a covalent bond breaks evenly with each atom ending up with one of the electrons from the covalent bond
why does energy need to be supplied for homolytic fission
a lot of energy is required to break bonds symmetrically to overcome bond dissociation energy
in what form is energy supplied for homolysis
UV light (hv) or heat (∆)
ozone layer depletion process
O3 is concentrated in a layer above the Earth’s surface ⇒ absorbs some of the ultraviolet (UV) radiation from the Sun, preventing it from reaching the Earth’s surface
CFCs (chlorofluorocarbons) are easily broken down by UV radiation to form highly reactive radicals that react with the ozone ⇒ the ozone layer is depleted
ozone holes
regions where the ozone layer has been sufficiently depleted ⇒ greater levels of UV radiation reaching the Earth’s surface ⇒ skin cancers
radical substitution
= chemical reaction where a radical species replaces another atom in a molecule, usually a hydrogen
halogenation
radical substitution with halogens to form alkyl halides
different halogens in halogenation
only useful with Cl2 or Br2
F2 ⇒ too violent
I2 ⇒ too slow
monohalogenation
= a single hydrogen atom on a carbon has been replaced by a halogen
excess halogen is used ⇒ possible to replace more than one hydrogen on a carbon atom
can be achieved by adding halogen X2 to an excess of alkane
reaction mechanism def
a sequence of elementary steps by which a chemical reaction occurs
substrate
an organic molecule in which the reaction occurs
unreactivity of alkanes is caused by
- non-polar nature of C-C, C-H bonds ⇒ relatively symmetrical distribution of electrons within the covalent bond ⇒ limited attraction from other molecules
- C–C and C–H bonds have a high bond enthalpy and require a lot of energy in order to break
- sigma bonds are stronger than pi bonds ⇒ alkanes are less reactive than alkenes/alkynes
mechanism of radical substitution
- Initiation: radical formation
- Propagation: radical species reacts with a covalent species (alkane) forming a new radical and a new covalent species (chain reaction)
- Termination: two radicals form a single covalent species, terminating the chain reaction
chain reaction
a reactive species undergoes a reaction that produces more reactive species, causing additional reactions to then occur (2+ repeating steps)