Elimination Reactions Often Accompany Substitution Reactions
alkenes to alkyl halides: what bonds form and break?
Elimination Reactions: The Key Bond Forming/Breaking Pattern
note the key pattern: in each case we’re forming a new c-c pi bond and breaking two single bonds to carbon
This is completely different that acid base/ substitution reactions because it involves two adjacent carbons. This is an acid-base reaction, so one componnet of the elimination reaction will involve a strong base
We also break a bond between carbon and a leaving group. Remember that the best leaving groups are weak bases.
The new information is that were are forming a c-c pi bond in addition to what has been stated above about the mechanism.
reactants: substrate + base
Product: major product, conjugate acid, and leaving group
The E1 Reaction
First look at the bonds that are being formed and broken
The rate of the E1 mechanism only depends on the concentration of the substrate(not base)
The rate is fastest for tertiary substrates
E2 Mechanism
The rate depends on concentration of both substrate and base
stereochem:
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