Consider the synthesis of tert-amyl chloride (2-chloro-2-methylbutane) from 2-methyl-2-butanol and HCl which has S_N1 reaction.

Explain if a S_N1 reaction would occur if the following (below) was changed. If an S_N1 does occur, then state the IUPAC name of the product formed and compare the rate of reaction to the rate of the original reaction. In the event that S_N1 does not occur, state the type of reaction that may occur and draw all the major products that could be formed.

a) 2-Methyl-2-butanol is replaced with 1-butanol.

b) 2-Methyl-2-butanol is replaced with 2-phenylbut-3-en-2-ol.

c) 2-Methyl-2-butanol is replaced with 3-phenyl-2-butanol.