MT2_Wi04 - NU, Winter 2004, MT2 2 1. (20 pts) For a, gives...

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NU, Winter 2004, MT2 2 1. (20 pts) For a, gives the IUPAC name of the structure shown, noting the correct stereochemistry in the name. For b-e, complete the following reactions, be careful to give all the major carbon-containing products, starting materials, or reagents. Clearly indicate any stereochemistry when relevant. If there is no reaction, say so. a) b) O + O c) H N H N O O O d) MeO OMe e) + CO 2 Me CO 2 Me O
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3 2. (20 pts) Draw the π molecular orbitals of 1,3,5,7-octatetraene, complete with all the lobes and order them on the energy scales below. Fill the electron into the molecular orbital levels and show the HOMO and the LUMO of this molecule. Use this information and any necessary diagram to determine if the thermal [6 + 4] reaction between cis , cis , cis -1,3,5,7-octatetraene and cis -1,3-butadiene can occur. What about the thermal [6 + 2] reaction between cis , cis , cis -1,3,5,7-octatetraene and acetylene? You can buy the structure of any of these molecules from the instructor for 1 pt each if you don’t know what they are. 1,3,5,7-octatetraene
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This note was uploaded on 06/12/2008 for the course CHEM 210-2 taught by Professor Coddens during the Winter '08 term at Northwestern.

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MT2_Wi04 - NU, Winter 2004, MT2 2 1. (20 pts) For a, gives...

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