Reaction mechanisms Flashcards
Three steps in a radical chain reaction
Initiation - uv light causes homolytic fission forming 2 free radicals
Propagation - a radical reacts but another radical is produced so continuing the chain
Termination - when the radicals are removed from the reaction (by reacting with each other)
Homolytic Fission
Occurs when the bond is not polar or only slightly polar. Electrons are shared evenly between both atoms so forms two electrically neutral, highly reactive free radicals.
Heterolytic
Occurs when the bond is polar. One atom gets both electrons from the bond so an ion pair is formed (the slightly negative end will keep both electrons).
Electrophiles
Electron loving so will have a positive charge or polarity which causes a slight positive charge. Will react with nucleophiles
Nucleophiles
Nucleus loving so must be negatively charged or have at least on lone pair of electrons. Seeks out electron deficient areas to react with and form new bonds
SN1
A two step nucleophillic substitution via a relatively stable carbocation (overall positive). This is then subject to nucleophillic attack. The initial creation of the intermediate is the rate determining step and the 1 in SN1 indicates that there is only one species involved,
In haloalkanes most likely to occur with tertiary as the carbocation will be more stable.
SN2
A one step nucleophillic substitution where a five centred, overall negative, transition state is formed. The two stands for two species in the rate determining step.
In haloalkanes more likely to occur with primary.