19. Reactions of Aromatics: EAS and Beyond

Rank the following alkyl halides in increasing order of reactivity in S_N1 reaction.

Which of the following alcohols will undergo acid-catalyzed dehydration the fastest and which one the slowest?

Provide mechanism and structure of major elimination product of the following reaction.

Supply the reagents necessary to accomplish the following transformation.

Provide the chemical steps necessary for the following synthesis.

Beginning with benzene, provide a method to prepare the following compound.