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Problem #1 Draw the major product(s) expected from each reaction below. Problem #2 Provide a detailed stepwise mechanism for the following transformation. Use arrows to show all electron and atom motion. Indicate formal charges where appropriate. H3C CH2 CH3 1. Hg(OAc)2, H2O 2. NaBH4 H2SO4 H2O CH3 CH2 H2SO4 H2O OH CH3 CH3 Problem #3 Draw structures for each IUPAC name below. a) (E)-1-chloro-3-ethyl-4-methyl-3-octene b) (2E,4Z)-3-bromo-4-ethyl-2,4-heptadiene Problem #4 Draw the major product(s) expected from each reaction below. Problem #5 Predict the major product(s) expected from the addition of HI to the following: a) 3-methyl-1-pentene b) 1-methylcyclohexene

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