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308_exam_3_sp2008 - PRINT NAME 1 Which compound would...

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___________________________ PRINT NAME 308 EXAM III SPRING 2008 1 1. Which compound would incorporate the most deuterium atoms upon treatment with alkaline D 2 O?
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___________________________ PRINT NAME 308 EXAM III SPRING 2008 2 2. Which is the major product formed in the reaction sequence shown below?
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___________________________ PRINT NAME 308 EXAM III SPRING 2008 3 3. Which is the major product formed in the reaction sequence shown below?
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___________________________ PRINT NAME 308 EXAM III SPRING 2008 4 4. Rank the following compounds in terms of decreasing reactivity towards nucleophiles (most reactive compound first). A. 4 > 3 > 2 > 1 B. 2 > 4 > 3 > 1 C. 3 > 4 > 1 > 2 D. 3 > 2 > 1 > 4 E. 4 > 3 > 1 > 2
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___________________________ PRINT NAME 308 EXAM III SPRING 2008 5 5. An organic compound’s IR spectrum is shown below. To which class of compounds does it belong? 6. What is the color of your exam?
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___________________________ PRINT NAME 308 EXAM III SPRING 2008 6
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___________________________ PRINT NAME 308 EXAM III SPRING 2008 7 1X. (12 points) A) Draw the two starting materials for the Robinson annulation product shown below B) Draw the two starting materials that when heated together yield the product shown below. C) Draw the two starting materials that when heated together under basic conditions yield the product shown below.
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___________________________ PRINT NAME 308 EXAM III SPRING 2008 8 1Y. (12 points) A) Draw the two starting materials for the Robinson annulation product shown below B) Draw the two starting materials that when heated together yield the product shown below C) Draw the two starting materials that when heated together under basic conditions yield the product shown below
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