Hour Exam #2 Name SOLUTIONS (please both print and sign your name) Recitation Instructor Directions: Closed book exam, no books, notebooks, notes, etc. allowed. However, calculators and molecular model sets are permitted. Please read through the entire exam before beginning, in order to make sure that you have all the pages and in order to gauge the relative difficulty of each question. Budget your time accordingly. Show all of your work if you wish to receive partial credit. You should have 9 pages total: 7 exam pages including this page and 2 blank pages for scratchwork. Question: Grader: 1. 24 points 2. 20 points 3. 30 points 4. 26 points (24 points total) For all 8 reactions below, draw the structure of the predicted major product. Obey the Woodward-Hoffmann rules where applicable! Clearly indicate stereochemistry where relevant. For each pair of reactions, indicate which you would expect to be the faster one and the slower one by writing "faster"1 or "slower" in the boxes provided.2 [Structure: Pyridine] + Br₂ → [Box for major product] [Box: slower] faster or slower [Structure: Pyrrole] + Br₂ → [Box for major product] [Box: faster] faster or slower b. [Structure: A benzene ring with three methyl groups (Me) attached] + Br₂ → [Box for major product] [Box: slower] faster or slower [Structure: Indole] + Br₂ → [Box for major product] [Box: faster] faster or slower Continued on next page