Exam 2 Key

4 7 multi step synthesis problems write the structure

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Unformatted text preview: ture of the compound consistent with the specified information (9 points). a) O TsCl, pyridine OH O O HO O b) Br H2SO4 HBr OH heat c) 1. NaNH2 2. CH3CH2Br Na, NH3 1. BH3-THF OH 2. H2O2, NaOH HO or 5 8. For the following synthesis, fill in the rectangular boxes with the appropriate reagents and the appropriate intermediates (14 points) a) b) 6 9. Propose a synthesis of each of the following compounds from the given starting material and any needed inorganic reagents. Make sure to show all arrows and intermediates to receive full points (12 points). a) Answer: b) Answer: Cl2 or Br2 X 2 eq. NaNH2 X 1) NaNH2 2) H2, Lindlar Pd or Na, NH3 X x= leaving group Br2 Br 7 Br 10. For the reaction below, answer the following: a) Write out the electronic mechanism, making certain to include arrows to indicate the direction of the electron movement and all the intermediates (8 points). b) There are three other possible constitutional isomeric products from this reaction. Show one of those products below (2 points): 8 11. For the following reactions - write out the electronic mechanism making certain to include arrows to indicate the direction of the electron movement and all the intermediates (10 points). a) b) 9 1 0...
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