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Problem #1 What would be the full IUPAC name for the following molecule? H3C CH3 H3C CH3 CH3 Problem #2 There are two configurational isomers of 1-ethyl-4-methylcyclohexane, cis and trans. Draw chair conformations of both. Which configuration would you expect to be more stable? Briefly explain. Problem #3 Accurately draw both chair conformations of the following molecule. Circle the more stable conformation. CH3 OH H3C CH3 Problem #4 Draw simultaneous Newman Projections of the C1-C2 and C5-C4 bonds in the chair conformation shown below. How many total gauche interactions are the three methyl groups involved in? CH3 4 5 2 1 H3C CH3 Extra Credit Draw the three missing chair conformations from the following sequence: CH3 Cl 120o Clockwise Chair Flip ? Roatation ? Chair Flip ?

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