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Key-Mid2-Fall2006

Key-Mid2-Fall2006 - Student Name Problem 1 Propose...

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Unformatted text preview: Student Name: Problem 1: Propose synthetic strategies for the following reactions. Provide all reagents needed and show all the intermediates. [12 points each) kid" on F m , ———-—-— cm {ashes Hd .h «or /%E'F 0 G L/BE/Cflpq \ tit-”In .4 Eu" ,__. F. C,” "a a CH ._—CH 3 / Hf reauerxM \fl I: Hi {Lia- flr LI “LU“; .1 a; .- fir. mt (5tfiulileot'5) Hit/£5] La: figrggw H 1: sci/f /fl czcdbcui L <d>flcflc 5 ”i Lnstsr sag Student Name: I’mblem 2 Complete the following reactions. {2? points; 3 each}) CchIIAIClg M43 ancng ( MAE) 150°C l HBr MR l Hugs, H2504 f.“ I Ench-szo / ,1"; fl no " IQ I ““~ M *L a W}; l l: l L- kflflm; 4:7 1:: Ehar, 0°C» 2} HflHgD a u 1) Hgiflhcla. H20 fi‘kcfl _...—j-- 2) NaBH4, NaDH, H20 Br Eff? CHEN: Q i CA [heat] a {1 1} Brz, can \ 2} NaNHngHflB equivalents} < —...—h.. 3} CHgl {2 equivalentsHDMSD 0% Student Name: Problem 3 :1) Decide whether or not eaeh of the following species is aromatic: {Write yes or not) (12 points) U “a; w g Q Chi—CH3 NO 7&3 7623 Na yin": 7/65 13} Provide struetural formulas for the reagents er pmdnets indicated by letters (24 points, 3 each] ___. 1eu°e a} QB + —I-r I Et . Etch ' ’ x“ 150“G b:- x I + 1 —-—I- E.) t 3‘“ eager - ' e E ,r’: 1}NaHH' t HflFfltgsHfl} ""WH2504 e} HeEeH—n— D _.—a.» Hcsceflz “t > ——*"'t--" F _—+ G —n- H K..- 2} GH3I G: Mr: “Ci /M'v{b (Q13) H 1" HCEC‘B ”L / \ was: 6-” Frohlem 4 A} Propose a strategy,F for the following reeetion [It] points} Bit/4%.; © —" [/5 - <2? G Er HU‘M—Uflu “on A\5 1 rlb/fi: r" a —-——,a 6! B} Name the following compounds [9 points) N02 Nemlmkne- Student Name: No: DH ...
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