Question

Addition Reaction (Ch. 8. primarily) Learning Outcomes: By successfully completing this assignment, the student will demonstrate the ability to: (A) Provide proper curved-arrow mechanisms for addition reactions involving alkene reactants. (B) Predict the correct structure of the products of addition reactions, including correct regiochemistry and stereochemistry. (C) Provide reasonable explanations for mechanistic steps in addition reactions based on energy considerations and the structures of reactants, intermediates, and transition states. 1. The following molecule will be the reactant for all reactions in Problem #1. a. Provide the mechanism for its reaction with HCl and give the major product(s), including stereochemistry. Give a BRIEF explanation for why this mechanism follows Markovnikov or anti-Markovnikov addition. b. Provide the mechanism for its reaction with Brz in water solvent Give the structure of the major product(s), including stereochemistry. For each step of your mechanism, identify the Nu. and the E+ 2. The following molecule will be the reactant in Problem #2. a. Provide the major product(s) of its reaction with BH-THF followed by H202 in basic aqueous solution Include stereochemistry. In addition, draw the arrow(s) that leads to the initial interaction between alkene and BH3. Draw the structure of that intermediate and label atoms with 8+ and 8 to show partial charges, Give a BRIEF explanation for the regioselectivity of the step that follows. b. Provide the curved arrow mechanism and the major product(s) of its reaction with Hg(OAc)2 in 1-propanol solvent. For each step, identify Nu- and E+. Provide a brief explanation for the stereochemistry of the product. Then, provide the final product after a second step reaction with NaBH.

Answer 1

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