Reactions of Ethers

For each of the reactions on the left, predict the major organic product.

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

click on the arrow for a brief overview of the reaction.








The reaction of styrene (ethenylbenzene) with MMPP (magnesium monoperoxyphthalate; a stable and convenient organic peracid) converts the alkene into the epoxide.












The reaction of 3-ethylcyclohexene with MMPP (magnesium monoperoxyphthalate; a stable and convenient organic peracid) converts the alkene into the epoxide.






Addition of HOBr (formed from NBS in aqueous DMSO) to an alkene results in the formation of a halohydrin. In the second step of this sequence, the intermediate halohydrin is treated with base to promote an intramolecular SN2 reaction (the alkoxide displaces the bromine) to give the epoxide.








The reaction of styrene (ethenylbenzene) with MMPP (magnesium monoperoxyphthalate; a stable and convenient organic peracid) converts the alkene into the epoxide.













The reaction of 3-ethylcyclohexene with MMPP (magnesium monoperoxyphthalate; a stable and convenient organic peracid) converts the alkene into the epoxide.














Addition of HOBr (formed from NBS in aqueous DMSO) to an alkene results in the formation of a halohydrin. In the second step of this sequence, the intermediate halohydrin is treated with base to promote an intramolecular SN2 reaction (the alkoxide displaces the bromine) to give the epoxide.