mt2key - Chem 140A Practice Midterm II November 2009 Q1_(10...

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Chem 140A Practice Midterm II November 2009 Q1_________(10 points) Q2_________(18 points) Q3_________(13 points) Q4_________(15 points) Q5_________(16 points) Q6_________(12 points) Q7_________(16 points) Total_________(100 points) If you write the exam in pencil or erasable pen, you give up your right to any kind of regrade. Name_______________________ PID#_________________________
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1. Organic Structure and Nomenclature (10 points). Draw the following compounds clearly and unambiguously. A. A compound of molecular formula C 5 H 6 O 2 containing 2 ketone functional groups B. The enantiomer of (1R, 2S, 4R)-1,2,4-trichlorocyclohexane C. A diastereomer of (2R, 3R)-2,3-dichlorobutane D. The most stable chair form of menthol (see the gross structure below) E. A compound of molecular formula C 7 H 12 containing a bridged ring system Others are possible
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2. Elimination Reactions (18 points). Fill in the Tables on this page and the next with information on the various aspects of E1 and E2 reactions. E1 Reactions Mechanism Order of Alkyl Halide Reactivity 3 o > 2 o > 1 o Stereochemistry of the alkene forming step see Figure 7-7 on page 263 Rate Law Rate = k [R-X] unimolecular Favorable Base Characteristics Weak bases work best Energy/Reaction Coordinate Diagram
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mt2key - Chem 140A Practice Midterm II November 2009 Q1_(10...

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