1. Sertraline (Zoloft) is an antidepressant commonly prescribed to treat various psychiatric disorders including ADHD and social anxiety disorder.

The following reaction shows an intramolecular Friedel-Crafts acylation step in the synthesis of sertraline. The two isomeric products hypothesised to form in this reaction are shown below.

Use your knowledge of activating and deactivating substituents in electrophilic aromatic substitution to predict which of the two isomers shown above is generated in the reaction. Explain your answer. 2. Propose two methods to make isobutyllbenzene starting from benzene. Which one is preferred and why?

3.Draw the structure of products for the following reactions.

4. Propose a mechanism for the following reaction.