Problems and exercisesPreparation
1. Which combination?
To prepare tert-butyl methyl ether by Williamson synthesis, would you use sodium tert-butoxide and methyl iodide, or sodium methoxide and tert-butyl bromide? Why?
2. Cyclic ethers
Which ether is formed when 4-chloro-1-butanol is treated with NaOH? Why does it form easily?
3. Epoxides from halohydrins
Why does trans-2-bromocyclohexanol form the epoxide with base while the cis isomer does not?