HT2-2005 [v6.0] - Hour Examination#2 Chemistry 302-302A...

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Hour Examination #2, Chemistry 302-302A - 2005 Walt Disney s Comics and Stories, 1942 In the following questions, be pithy (but be right). Pay attention to detail! Let s make some molecules for a start. In Problems 1 and 2, you may use any inorganic reagent, simple acids and bases, even if they contain carbons, and “special” reagents such as diazomethane, methyl iodide, triphenylphosphine, carbon, LDA, pyrrolidine, malonic ester [ (CH 3 OOC) 2 CH 2 ], KCN, CuCN, (CN) 2 and the sauce from Jiang Xikui s oh-so- succulent steamed turtle. Mechanisms are not necessary in Problems 1 and 2. 1 (24 points). Show how you would transform cyclohexanone into the following molecules. In part (a) please give us two methods, each of which has a very different carbon-carbon bond forming step. CN O COOCH 3 H 3 COOC (a) TWO ways (b) (c) 2 (12 points). Show how you would acomplish the following transformations:
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O = 13 C O CH 3 O CH 3 3 (15 points). Provide structures for compounds 1 , 2 , and
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HT2-2005 [v6.0] - Hour Examination#2 Chemistry 302-302A...

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