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Unformatted text preview: ORGANIC CHEMISTRY FALL 2008, LANEY COLLEGE CHEM 12B (L1/L1L, 41830/41832) INSTRUCTOR: S. CORLETT Exam 3 Practice Page 1 of 5 NAME ____________________________________ 1. The product from the following reaction is an acetal . Show the product and the complete mechanism for its formation. (10 points) O H + HO OH 2. Show the product from the following reaction. (5 points) OH PCC CH 2 Cl 2 3. Provide reagents to accomplish the following transformations. (10 points) O OH HO CHO O ORGANIC CHEMISTRY FALL 2008, LANEY COLLEGE CHEM 12B (L1/L1L, 41830/41832) INSTRUCTOR: S. CORLETT Exam 3 Practice Page 2 of 5 4. Provide IUPAC names for the following compounds (dont forget stereochemistry where appropriate). (15 points) a. b. F CCl 3 O O O H NH 2 c. 5. Draw the structure of the following compounds (dont forget about stereochemistry). (15 points) a. 2-benzyl-3-oxopentanal b. ( S )-4-(1-fluorocyclobutyl)pentan-2-one c. ( R )-3-methoxy- N-ethylhexanamide 6. Show two (2) different methods to prepare the product shown below starting from a nitrile (not the same nitrile for each method)....
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