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S07 quiz2 key - Spring 2007 Chem 30A MI Student ID Number...

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Unformatted text preview: Spring 2007- Chem 30A MI Student ID Number : Name of your TA: (Please Circle) Bree / Doug / Greg / Juan Discussion Section - Day : Chem 30 A Spring 2007 ‘« Quiz # 2 i (15mins) Wednesday May 9, 2007 fifllflflflN 1.5 fiflflflflflfl 1.2 1.5 1.8 2.1 2.5 3,0 flfiflfiflflfl 1.0 1.6 1.8 2.0 2.4 2.8 1.01.7 l i 1.9 2.1 2.5 Electronegativity values for some atoms (Pauling scale) DO NOT OPEN THIS EXAM UNTIL INSTRUCTED TO DO SO explanah'ons on side. are 0an far flour understanding Dr. Manashi Chatterjee Spring 2007- Chem 30A Quiz # 2 1. [9 points] Shown below are pairs of substitution reaction. Indicate which of the two reaction is faster. P rah C. CH3 la CH3OH 0‘ l v-r‘7 Wm + K1 0 _——> WI 3&5 “ 5\./\’ / polar aprohc ‘0 1 b /5\ DMSO v/fl—v WB' + KI ——> W S 0 - ., 1 | “Li; “ ‘ 2- Aub’thefl 0“ l GB 2‘ PM 80% J (x W DP N., bt’a‘fr g Polar CAP TOHL (SOWAH’S woos) DMSO ‘0 2a wBr + NaOCH3 , W0 \ I ' : C be HCV 3W Nu r) l _____,_9 2b DMSO WE” + CH3COONa ——-——~>\/\/° Mechamswx 1 n 5 “here, SOUR/M's acre sawe) E’N Ole/’16,? o 51/: N "r / r01 5 same ., \iM S Q13-—C_O a- flew/no.9 9 ‘19 “26414491! ”:9 3a CH3OH than c1430 Na. WBF + KI ————-—> «W I .. [65‘ soivahnf 3P“kj 3 b CH3OH C, SolW/lfs WBr + KC] __—> . , 5 ’2. Chem/{y be Her In pr) 61” 11’ .. /\ N 3 s so! ventral 2. [17p01nts] If prt1hcj5 ”591,! C] I . I Determine the mechanism (SNl / 8N2 / El / E2 or acid base reaction) of the reactions 5W0 "9’7 shown below. Draw all the products that are formed 1n each of the following reaction 7‘, I Draw all the stereoisomer’ s where appropriate. .6 ,1. 7, u C Naif N 5‘ DNIF ‘3 + NaN3 ____> 20 alel halide Socliumazaidl, 2-. w—ve. charm! NUS 3 Mechanism is: S 2 Dr. Mamas/11' Chatterjee Spring 2007- Chem 30A Quiz#2 +8 6’?“ ‘0}— Q'u’\ LL) I n Hus SECWCQARV‘ P si 6’ ' ‘ Nd deflate; hr is Mt Efjfia'f vcyciqu‘S'; Howe uer 90m {should CLLulaggLyj to ‘ balance rmc h o n.» 5 ‘\ 9h 4., mm CHCN not Stericauy 3196i; hmdgVH H oaugfllhodx add]: 715% reoc emk’ ’ 01h") (Ma/S (:18 Hf“ S) C i Assign the configuration to the chiral center ? s 2 a ( W‘ HP) + ;L c) 3° '6 ’ 30 NEW + MeOH+FMe§E> always] 7: \ ‘(KJOIMe V ‘9 ~ + ; (Mia anafhe r H300 Naproxen: Anti-inflammatory agent . ~ M Mechanism of reaction: QC \CX I \3113 {a 3n; Prodqd— I’m [ML EMS MM sot/“Jam Aw Polar galvenf’s (HZO) 3 Dr. Manashi Chattery'ee Spring 2007- Chem 30A Quiz # 2 3. [9 points] Circle the most acidic proton in the molecule shown below. Explain your choice in the box. 3) Yefflnfloe ffrgbih‘ zed l /’ H GREGG . Vs C ‘ v. 'V :v R; bCkA’E. OH \OVQSEJ‘ 0 cm 23% C39- QC 7225mm sf’ffiem (mm Veb‘dmmcer) {9‘ \3? LQCCX\% ‘r\ @053 Q‘jvc‘led no; QRQA acme be cg‘ve-‘m ire? exokmoefidm ...
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