Worksheet4-1

Worksheet4-1 - 3 a Design a retrosynthesis of...

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Week 6 Chem 51B - Jarvo Discussion Worksheet #4 1. For each of the following reactions below, draw the major product. Assign the absolute configuration of each starting material and product. Me Et O H HCl a. b. O NaOH c. Me O Me BrMg Me Me Br 1. Li 0 2. Cu I O d.
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Week 6 Chem 51B - Jarvo 2. Circle the bond that will have the IR stretch at the highest frequency. Provide a brief explanation for your choice. a) O-H or O-D b) The C-H bond of: H H H H H H H H H H or c) The carbonyl stretch of O N H 3 C O Cl H 3 C CH 3 CH 3 or d) O-H of tert -butanol: As a dilute solution in chloroform OR neat tert -butanol e) Which peak will be more broad: an O-H stretch or a C-H stretch.
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Week 6 Chem 51B - Jarvo
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Unformatted text preview: 3. a. Design a retrosynthesis of ( S )-3-cyano-1-methylcyclohexene from the epoxide shown below. CN O Me Me b. Modify your retrosynthesis to provide a route to ( R )-3-ethyl-1-phenylcyclohexene. Et O Me Me Week 6 Chem 51B - Jarvo 4. How many different proton signals would you expect to see in the following compounds. Give the relative ratios of integration for the different protons in each molecule. OH CN O O # of Signals: Relative ratios: 5. Fill in the following scheme with the appropriate products or reagents. H 3 C OH H 3 C Br H 3 C Cl H 3 C O S O O CF 3 H 2 SO 4 POCl 3 , pyridine Ph O S O O CF 3 + SO 2 + ,...
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Worksheet4-1 - 3 a Design a retrosynthesis of...

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