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exam3cc - First Three Letters of Last Name TA Name Exam 3...

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First Three Letters of Last Name TA Name Exam 3 5.12 Spring 2005 Name______________________________________ Signature___________________________________ ID#________________________________________ Prerequisite (circle one): 5.112 5.111 3.091 1. Make sure your exam has 9 numbered pages plus a periodic table. 2. Write your initials on each page. 3. Look over entire exam before starting and carefully read all instructions. 4. Show work for partial credit. Page Possible Points Total 1 12 2 20 3 16 4 14 5 10 6 10 7 4 8 14 Total 100 8 5 XC 105
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1. (12 points) NH 2 - Cl - I - H 2 O S - O - OH O - O I I I I O CH 3 OH a. Rank in order of S N 2 reactivity (1= most reactive) b. Rank in order of leaving group ability (1= best leaving group) c. Rank in order of nucleophilicity (1= best nucleophile) d. Rank in order of alkene stability (1= most stable) e. Rank in order of radical stability (1= most stable) f. Circle the best solvent for an S N 2 reaction. Initials Points 1
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2. (20 points) Draw the structure of the products of the following reactions. Indicate stereochemistry where appropriate. If there is no reaction, write “NR”.
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