exam_3_xtra_prob - Massachusetts Institute of Technology...

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Massachusetts Institute of Technology 5.13, Fall 2006 Dr. Kimberly L. Berkowski Organic chemistry II EXAM #3 EXTRA PROBLEMS What to expect on Exam #3: 1. ~1 Labeling experiment 2. ~2 Mechanisms 3. ~2 Syntheses 4. ~5 Transformations – supply missing product 5. ~5 Transformations – supply missing reagents 6. ~3 General question
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1. (4 points each, 8 points total) In the boxes, please provide the reagents for the illustrated transformations. More than one step may be required. 2. (2 points each, 8 points total) Please provide the products of the following reactions. If no reaction is expected, write “NR”. Name_____________________ 1 O OH i-Pr O H i-Pr O OH i-Pr i-Pr Br (a) (b) Figure by MIT OCW. Et Cl O Et OH O Et OMe O (a) (b) (c) (d) Et NMe 2 O 1. Excess Na BH 4 2. Workup 2. Workup 1. Excess MeMgBr 2. Workup 1. Excess MeLi 2. Workup 1. Excess LiAlH 4 Figure by MIT OCW.
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3. (2 points each, 16 points total) Please provide the requested products or reagents. If no reaction is expected, write “NR”. Name___________________
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This note was uploaded on 11/27/2011 for the course CHEMICAL E 20.410j taught by Professor Rogerd.kamm during the Spring '03 term at MIT.

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exam_3_xtra_prob - Massachusetts Institute of Technology...

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