2.27 - Talking Points for Discussion Groups Week of...

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Talking Points for Discussion Groups Week of February 27, 2006 1. Consider the formula C 5 H 12 O. Draw the isomers of this molecule. These isomers can be classified into two functional classes—alcohols and ethers. a. Classify each isomer as either an alcohol or an ether. b. Identify primary, secondary and tertiary carbons. 2. Construct models of the four butane derivatives listed below. For each one, draw Newman projections down the C2-C3 axis for the most and least stable conformations. Use the table below to calculate the torsional strain for the eight conformations. Which is the most and least strained? What is the general trend regarding strain? (DO THIS ONE IF TIME PERMITS) a. 2-methylbutane b. 2,3-dimethylbutane c. 2,2 dimethylbutane d. 2,2,3-trimethylbutane 3. Construct and draw the two chair conformations of methylcyclohexane. Draw the Newman projections of these conformations. The energy difference between these two configurations is 1.8 kcal/mol. What interactions are responsible for this energy difference? (Hint:
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