Reactions of Alkyl Halides:
Elimination Reactions

For each of the elimination reactions on the left, predict the major organic product. Pay particular attention to the regiochemistry and stereochemistry of the reaction.

Click the mouse on the reactant molecule to view the answer;

click on the reagent to briefly review the reaction.

tert-Butoxide in tert-butanol will strongly favor elimination over substitution. Loss of HBr from this molecule gives the conjugated alkene.

tert-Butoxide in tert-butanol will strongly favor elimination over substitution. This molecule will most likely undergo E1 elimination since it will form a tertiary carbocation; rearrangement will not occur in this molecule and loss of a proton will form the most highly substituted alkene.

tert-Butoxide in tert-butanol will strongly favor elimination over substitution. Loss of HBr from this molecule gives the conjugated alkene rather than the tri-substituted alkene since the conjugated product is more stable.

tert-Butoxide in tert-butanol will strongly favor elimination over substitution. This molecule will most likely undergo E1 elimination since it will form a tertiary carbocation; rearrangement will not occur in this molecule and loss of a proton will form the most highly substituted alkene.

tert-Butoxide in tert-butanol will strongly favor elimination over substitution. Loss of HBr from this molecule gives the conjugated alkene.

tert-Butoxide in tert-butanol will strongly favor elimination over substitution. This molecule will most likely undergo E1 elimination since it will form a tertiary carbocation; rearrangement will not occur in this molecule and loss of a proton will form the most highly substituted alkene.

tert-Butoxide in tert-butanol will strongly favor elimination over substitution. Loss of HBr from this molecule gives the conjugated alkene rather than the tri-substituted alkene since the conjugated product is more stable.

tert-Butoxide in tert-butanol will strongly favor elimination over substitution. This molecule will most likely undergo E1 elimination since it will form a tertiary carbocation; rearrangement will not occur in this molecule and loss of a proton will form the most highly substituted alkene.