Practice Midterm II answers

Practice Midterm II answers - Chem 140C Practice Midterm II...

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Chem 140C Practice Midterm II Winter, 2010 Q1_________(5 points) Q2_________(6 points) Q3_________(14 points) Q4_________(24 points) Q5_________(20 points) Q6_________(24 points) Q7_________(7 points) Total_________(100 points) Only use the front side of each page for your answers. Nothing on the back sides will be graded. 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. Resonance and Reactivity (5 points). Aniline (below) undergoes electrophilic bromination readily to produce 4-bromoaniline in high yield at temperatures below 0 o C whereas acetanilide brominates much more slowly and generally requires temperatures greater than 20 o C for the reaction to occur at a useful rate. Explain. Aniline is more electron rich than acetanilide and therefore more reactive with electrophiles. . This can be rationalized by examining the resonance forms for both. Aniline’s electron pair is shared with the ring via resonance but acetanilide’s is also delocalized into the amide group.
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2. Acidity and Basicity
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Practice Midterm II answers - Chem 140C Practice Midterm II...

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