HT3-06 - Hour Examination #3, Chemistry 301X - December 14,...

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Unformatted text preview: Hour Examination #3, Chemistry 301X - December 14, 2006, 7:30-10:00 pm There s nowhere to run, nowhere to hide. Martha and the Vandellas 1 (20 points). In answering Group Problem 85, several of you suggested that compound 2 might be formed from 1 . CH 3 OH OH H 3 O + H 2 O CH 3 O 1 2 Our answer was that 2 might be formed, but that it would probably go on to the product shown in the problem, 3 . H 3 O + H 2 O CH 3 O 2 CH 3 O H 3 Provide good mechanisms for the conversion of 1 into 2 , and 2 into 3 . 2 (14 points). Provide structures for compounds 4 and 5 . Mechanisms are not necessary. 1. O 3 2. H 2 /Pd 4 O O H H O H O H + 5 1. O 3 2. H 2 /Pd O H O H 3 (19 points). Provide syntheses for the following conversions of cis-2-butene. H 3 C CH 3 H H HO Br O B 3 H 3 C H H CH 3 major product H 3 C O OH SH H CH 3 H 3 C (a) (b) (c) (d) (e) (f) (g) (h), racemic (i) H HO You may use any inorganic reagent (no carbons) and the following organic reagents. Need something else? Ask....
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HT3-06 - Hour Examination #3, Chemistry 301X - December 14,...

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