ProblemSet_Midterm2_Winter2012

ProblemSet_Midterm2_Winter2012 - CHEM 140A 2nd Midterm...

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CHEM 140A – 2 nd Midterm Review Problem Set Chapter 4: Cylcoalkanes 1. Draw all possible conformers of (trans)-1-bromo-3-chlorocyclohexane in chair form. Indicate the most stable conformer. Hint: There are four possible conformers 2. The Wurtz Coupling is one of the oldest organic reactions, and produces the simple dimer derived from two equivalents of alkyl halide. The intramolecular version of the reaction has also found application in the preparation of strained ring compounds. Draw a reasonable arrow pushing mechanism for this reaction. Challenge question: 1,2-diaminecyclohexane is more stable when both substituents are in equatorial position yet 1,3-diaminecyclohexane is more stable when both substituents are in axial position. Why is this? Explain. Hint: Remember the strongest of intermolecular forces you saw in General Chemistry. These can apply intra molecularly as well . NH 2 NH 2 NH 2 NH 2 1,2-diaminecyclohexane 1,3-diaminecyclohexane 2 Na Br Br
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Chapter 5: Stereochemistry 1. Penicillin is a β -lactam antibiotics and has been used in the treatment of bacterial
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ProblemSet_Midterm2_Winter2012 - CHEM 140A 2nd Midterm...

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