Propose mechanisms and draw reaction-energy diagrams for the following reactions. Pay particular attention to the structures of any transition states and intermediates. Compare the reaction-energy diagrams for the two reactions, and explain the differences.
(a) 2-Bromo-2-methylbutane reacts with sodium methoxide in methanol to give 2-methylbut-2-ene (among other products).
(b) 2-Bromo-2-methylbutane reacts in boiling methanol to give 2-methylbut-2-ene (among other products).