Fall04Test2 - NAME Soc Sec # XXX-XX Intro Organic Chemistry...

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Unformatted text preview: NAME Soc Sec # XXX-XX Intro Organic Chemistry 030.205 .01 EXAM 2 November 18, 2004 Problem # Circle Your TA ’5 Name Ciby Gizem Micah Klisten C.J Bill Megan Dan Carter Andrew Alvin Ed Gary Don’t Know Predict the product(s) for each of the following reactions. In situations where there is more than one product, clearly label “Major” and “Minor” products. (4 pts each) I 1) GK 2 EtOH CI 9 2) MeO 3> oi W Cl 9 HS 4> fi/K DMso Br MeO 5) 1) H—1 6 ) Q 2) Bre, DME / 1) H2 , Lindlar‘s Catalyst // 2) MCPBA 7) // 3) H30+ 8) 1) BH3 ; THF \—<_ 2) H202 , NaOH 1) NaNHz ; EtI / 2) NaNHz ; EH 9) / 3) Na, NH3 4) Br2 , CCI4 0304 ; 0 H202 11) Propose a plausible mechanism for the following reaction: (10 pts) OH conc. H2804 \ 12) Propose a plausible mechanism for the following reaction: (10 pts) 1) NaNH2 A 2) H20 \ 13) Propose a plausible mechanism for the following reaction: (10 pts) ** conc. H2804 HO \ O Propose a plausible synthesis for each of the following reactions. NOTE ~ you do NOT have to show mechanisms or intermediates. Simply show a list of reagents that you would need to carry out each of these transformations. (10 pts each) To work out your answers, an additional page has been provided. The page after this one has been provided as scratch paper, however, we will not grade anything on that page. Only your final answers on this page will be graded. Place your final answers on the reaction arrows below. 0 \E—H E Cl .~‘ 14) H 0/“ CI CI R R/\/\ Extra Credit: There is a special equilibrium that can be established between an enol and a ketone. This equilibrium can be acid—catalyzed or base—catalyzed, and we refer to this process as ...
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Fall04Test2 - NAME Soc Sec # XXX-XX Intro Organic Chemistry...

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