notes_10_week_10_Practice%20Problems_KEY

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Unformatted text preview: 1. From the list of compounds shown below, circle the compound that has the highest enol content (highest concentration of enol form) under equilibrium conditions. 0 OH R)i\/R RJ\\ R . keto form enol form 2. As mentioned in class, many mixed aldols give a mixture of products. For the aldol reaction shown below, draw all of the products that would be generated. A Hl-NlVIR of one of the products is shown below. Circle that product. H9 ‘191d111 E 9". ('0 d" H m H1 ‘19uenb H1 ‘mmnb Hz ‘191119d Hz ‘191u9d PPM 3. Circle the most acidic proton(s) on each of the molecules shown below. H H H H H H H O H”; I?" F1 H H H l H H H 4. Fill in the box with major organic product for the reactions shown below. O ‘ 0 C12 (1 equiv) ‘ cl ——-——-> catalytic HCl Q 5. Fill in the box with the appropriate starting material, product or reagents. For products, draw only the major organic product (unless otherwise specified). If no reaction occurs, write no reaction (NR) for the product. Please specify the correct stereochemistry where appropriate. Note: H30+ = dilute aqueous acid work-up. . o o NaOH, H20 0 . V 100° c —--—-—> - OH NaOH, H20 low temp ———> O H 1. NaOD (10 equiv) D20, 100° c ——-—————————> 2. H3O+ 6. With the starting materials shown below, design an efficient synthesis of the ketone product. Show all reagents and the products formed after each step. 7. Provide a detailed electron-pushing mechanism of the reaction shown below. Be sure to include any intermediates and relevant resonance structures. O 01—] @Br SH NaOH (1 equiv), heat ...
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This note was uploaded on 03/03/2010 for the course CHEM 237 taught by Professor Andersen during the Spring '08 term at University of Washington.

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notes_10_week_10_Practice%20Problems_KEY - 1. From the list...

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