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30cm2 - Name(Last First MI Student ID Number My TA...

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Unformatted text preview: Name (Last, First, MI): Student ID Number: My TA is (Circle one): Phil Haussmann or Luis Campos Chem 30C Fall 2005 Midterm # 2 Monday, November 21 Possible Points Points Awarded 24 — 6 _ .- 12 “ ***Do not open this exam until instructed to do so*** ***Write all answers in the boxes or spaces provided*** -9 Pages Follow— Problem 1. Draw the major product in the box provided. For a multi-step synthesis, give the final product only, i.e. do not draw intermediates. For Diels-Alder reactions, assume that all rules and preferences apply. (3 points each) a. OMe <5 _ CN heat + /—‘ —> b. ——> N\ CH3 C. 1 eq. Bra, -78 °C —-> d. No2 NaOCH3, 70 °C —-—-——> CH30H F CI F -pr0blem 1 continued on next page- 6. OH Br2 CH2 —> FeBrs CF3 Cb,Fer _--——> 170°C Problem 2. Give the product in the box provided. (4 points per box) 0 0“ Zn(Hg) —————> HCl 0 soc12 A1C13 <— Problem 3. The following product was formed by a Diels-Alder reaction. In the box provided draw the starting material(s) used to prepare the Diels—Alder adduct. (6 points) H3COOC H3COOC Problem 4. You are hired to test the concentration of compound X in the Los Angeles drinking water. You know that X has a molar absorptivity (8) of 100 M'lcm‘l. Using a UV—VIS spectrometer that has a sample cell 1 cm wide you get an absorbance of 1000. What is the concentration of the sample? Be sure to show and label the equation you used to do the calculation. ( 6 points ) Problem 5. In the box below provide a reasonable synthesis for the following transformation starting from toluene. High yielding syntheses with the least amount of steps will receive the most points. Assume that multiple products can be separated. (12 points) toluene ——-—-> d NH2 Problem 6. In the box below provide a reasonable synthesis for the following transformation starting from nitrobenzene. High yielding syntheses with the least amount of steps will receive the most points. Assume that multiple products can be separated. (12 points) N02 OH Cl Problem 7. In the box below provide a reasonable synthesis for the following transformation starting from benzene. High yielding syntheses with the least amount of steps will receive the most points. Assume that multiple products can be separated. (14 points) CI Problem 8. In the box below provide a reasonable synthesis for the following transformation. High yielding syntheses with the least amount of steps will receive the most points. (14 points) OH OH ...
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