Midterm_3_M09

Midterm_3_M09 - stereochemistry if relevant. If two or more...

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CHEM 109A Russak M 09 Midterm 3 Question 1 ______/36 Question 2 ______/8 Question 3 ______/60 Question 4 ______/14 Question 5 ______/24 Question 6 ______/14 Question 7 ______/30 Question 8 ______/20 Total ______/200 (6 pts extra credit) Name____________________ Perm #___________
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1. a. What is tautomerization? Explain and use generic structures to illustrate. (10) b. How is it possible that these two compounds smell differently? (8) c. Explain the preference for stereochemistry when adding hydrogen across an alkyne with sodium in liquid ammonia. Draw the vinylic anion intermediate involved to prove your answer? (10) d. Explain the difference between absolute configuration and relative configuration. (8) 2. Label each compound as chiral or non-chiral (8)
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3. Draw the products of the following reactions to include the proper
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Unformatted text preview: stereochemistry if relevant. If two or more stereoisomers are made, then state their relationship (enantiomer, diastereomer, or meso) (60) 4. Name the following structures (14) 5. Draw resonance contributors for the following structures and rank their contributions to the overall resonance hybrid by using terms like major contributor or minor contributor. (24) 6. Provide a molecular orbital diagram for 1,3-butadiene. Label the HOMO and LUMO. (14) 7. For the following reaction: a. Predict the addition products b. Provide a mechanism leading to the product c. Identify the kinetic product and the thermodynamic product (30) 8. Provide the shortest synthetic sequence possible (20)...
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This note was uploaded on 09/09/2011 for the course CHEM 109A taught by Professor Bruice during the Spring '07 term at UCSB.

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Midterm_3_M09 - stereochemistry if relevant. If two or more...

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