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CP1 - a 1 2 3 4 b C N C N H C N C N 1 2 3 4 4 Identify the...

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Challenge Problem Set # 1 – Due Jan. 27 th by 1:25 pm. Please use additional sheets of paper for your answers. 1) The starting material in the following reaction is very strained and ring opens to form an intermediate that undergoes a Diels-Alder reaction. Draw the intermediate: OH R H 3 CO H 3 CO OH R heat heat Ready for Diels-Alder 2. Circle the structures that are aromatic. Put a box around the structures that are antiaromatic. N H S O OH N 3. Rank the following in terms of stability and explain your reasoning.
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Unformatted text preview: a) 1 2 3 4 b) C N C N H C N C N 1 2 3 4 4. Identify the most stable and least stable structures below. H 3 C CH 2 CH 3 H 3 C CH 3 C C H H H CH 2 1 2 3 4 5. Draw a complete mechanism for the following reactions. Show resonance structures for intermediates stabilized by resonance. (To get complete credit, draw ALL arrows to represent the movement of electrons.) a) H-Br Br Br + b) HNO 3 6. Propose a synthesis for the following molecule: a) O O Br Br Br b) O O O O O 2 N...
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