answer key arom quiz sp08

answer key arom quiz sp08 - Organic Chemistry 2 CHMU313...

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Unformatted text preview: Organic Chemistry 2 CHMU313 Aromatic Quiz 2/12/08 Name I 53; q K2; 1. (5 points) Which of the following structures is aromatic? Write the letters corresponding to aromatic structures in the rectangular box. 133:; 1 Lincoln’s bf‘gflflfiy on KN" o W « ' ‘ * Q \ If , \NH L6 'é CH3 II‘I .. , E u .. f _ «Mt-69*er " "hue ‘ MR "‘45 6 (2? Q g Z‘T‘a CgijJrDH L! T? c Cth& tr. 2. (9 pts) Write an acceptable systematic name for each of the structures below. COZH Br OH. CH3CH2 \ Cl N0 l’bVOMoA3v6W7(bcnz.ehL 2 21“"0L'i‘oLxlchpl’QM/Ol Lf—hflw b114wa M’meZH‘7(bMZEJ\L F— MT’l-reLufl—oi‘c 4&4 3. (8 pts) Write the step-by-step mechanism for the following reaction, using the curved arrow notation (“arrow pushing”). (*5 . o ! I CHZCHZC HZC l-lzC’lg A1013» ' H awe? + How A2023 W W M CH3? - Li” J/ («Q \ , H 6} H l l + “"3 C4 / t \ L «‘ré‘ )— QV‘ 2‘? ~42 ~c< tr fc‘Chg, 5‘ 4. (20 pts) Give the expected major product fiom each of the reactions shown below. If no reaction is expected, indicate that. F Po' ? R \(k CH3CC1 “CH3 <{- m» AlC ‘ ¢ 13 MR/‘iwo ori’ivo pastime c? \CUJ CH3 yd. Na2Cr207, 11+ / c, C(CH3)3 heat ' c: 3 , r cg; Lu , ‘ H2804 C H3 ‘ if“; M NHz * 1 0% NaNOz H30+ / ————-—————-> b _ HCLO°C A heat i ,c; CF3 (4:3 Iii/F C12 ' / F (:1 + \ \ 0H 6 3 I, 0H OH- 0% lines/’2 " (LC/IN 4M, (as mwM 5. (5 pts) Explain why p—nitrophenol is nearly 103 times more acidic than phenol. Use resonance structures as pan of your explanation. m nth/*0 circuit) k (‘65in £4”thsz 177 ban (MAMA/Q M Vqsomncc EM‘ Em“ o2in heips efabiifzemuxhwx 'FOV‘NJL 97 («39¢ MC mpm'i‘om, SGWQVG’FnKQi/MKCM be otaincwli‘tzgx owh: KR’T’O fiWwf) L7 rgoimamczfi ‘0!" 0% {+1. v 2) D ¢7¢Mrlérohmk / ( ~ ' 14,05 avafidak (\x 0W0 {cu/Liv” 6. (8 pts) Show a sequence of reactions by which any one of the molecules in question 2) could be synthesized fiom benzene in reasonable yield. (Take your pick, you only need to Show the synthesis of one of the molecules, and I will only grade the first one shown.) [I / / / H; a _.___g V A «i ————-—? \\ Q‘ Adm} H 9/33 K/Lgr Pi K9; (9" C’WhW\ Ptolwdhl‘vvs) N30}, 4 NHL OH‘ 0 l I, N VOL + :l Jew} /{ ——Q7 it A“ “em (:53 Hysd‘f \ HG!) 0° (mflgnij 2 fiOH' 0H‘ a H» / A6 6;“ Q Rog kaivwkofl”) ...
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This test prep was uploaded on 04/21/2008 for the course CHEM 313 taught by Professor Forsyth during the Spring '08 term at Northeastern.

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answer key arom quiz sp08 - Organic Chemistry 2 CHMU313...

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