Questions
Could 1-pentanol and 2-pentanol be converted to the bromide merely by shaking with
concentrated hydrobromic acid in the manner the 2-methyl-2-butanol did? (Hint: What
are the Experimental Conditions for the Lucas test?
How would you expect the results of the alkoxide promoted eliminations to change if the
alcohols used as solvents contained water?
Would an amine be a good solvent for reaction one? Why or why not?
What differences in product distribution would be expected for the elimination reactions
of 2-bromo-2-methylbutane and 2-bromo-2,3-dimethylbutane with excess potassium
hydroxide in ethanol?