Midterm 1 - Midterm 1 Chem 0320 February 6, 2008 Answer...

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Midterm 1 Chem 0320 February 6, 2008 Answer Keys 1. Which compound absorbs UV in the longest wavelength region? Circle one. [3 points] Conjugated diene 2. Which compound is the most thermodynamically stable? Circle one. [3 points] tri-substituted tetra-substituted tri-substituted di-substituted di-substituted tetra-substituted 3. Draw all resonance forms for each of the following species. [9 points] (b) (a) (c) OMe OMe 4. Show the mechanism of the following reaction. [8 points] Cl Cl HCl + H + Cl - Cl Cl - Cl
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5. (a) Draw the exo and endo transition states in the following Diels-Alder reaction. (b) Choose the endo Diels-Alder product. [6 points] CN CN CN CN CN CN + CN CN CN CN CN CN CN CN CN CN CN CN exo transition state endo transition state NC NC CN CN Diene is s- cis in the transition states 6. (a) Show the ground-state HOMO of compound A . (b) Show the excited-state HOMO of compound A . (c) Is this reaction conrotatory or disrotatory? (d) Choose the correct structure of compound B . [8 points]
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Midterm 1 - Midterm 1 Chem 0320 February 6, 2008 Answer...

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