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1. (10 points). a) Using curved arrows provide a detailed mechanism for the reaction shown. b) Draw reaction-energy diagram for the reaction. Clearly label starting reactants, intermediates, products and the rate determining step for the reaction. Br OH A 2. (10 points). Rank the following compounds based on reactivity in an E2 reaction (1=fastest E2, 4= slowest E2). Explain clearly your choice. (You will not receive partial points if you do not explain clearly your choice). Br Br Br Br t-Bu i-Pr 3. (10 points). Assign CIP priorities and determine the E or Z configuration of the following alkenes. OH NH2 4. (10 points). Which is the most stable carbocation, 1 or 2? Explain why? (Hint draw resonance forms). (You will not receive partial points if you do not draw correctly resonance forms). e 1 2 5. (10 points). Predict the mechanism of each reaction and draw the products, including stereochemistry where appropriate. Br ******2,CH2CH, CH3OH H,C Br + CH3COOH H CH2CH3 Br + CH3O O

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