Coversion of 2-methyl-2-butanol to 2-chloro-2-methylbutane, with a curved arrow mechanism (this will have HCl as the reagent & I believe an SN1 reaction?)
Conversion of 2-chloro-2-methylbutane to 2-methyl-2-butene and 2-methyl-1-butene, with a curved arrow mecahnism (E2 reaction, I think with alcoholic potassium hydroxide)
Reaction of 2-methyl-2-butene and 2-methyl-1-butene with Br2 in CH2Cl2