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2005 exam 3 - ii CHEM 2211 Exam#3 Name AnSNCI’ K13...

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Unformatted text preview: ii CHEM 2211 Exam #3 July 20, 2005 Name: AnSNCI’ K13}; Instructions: Answer the following questiorrs as clearly and concisely as you can. Remember the structure drawing ionnali'srns of organic chemistry; ambiguously drawn structures and those showing improper valency will not receive credit. You will be allotted 9i] minutes to complete the test. You may use a molecular model set and a calculator to heip you. but the use of notes, hooks, and other materials is not pennitted. Show your work to receive partial and full credit. The administration of this exam is naea mic onesyan integrity ou in in _e niversrty of Georgia’s. Academic Honesty Policy. Please assert that you have complied with the letter and spirit of these guidelines in taking this exam: On my honor, I have neither given nor received any unauthorized aid on this exam. Further1 ] have not observed others giving or receiving unauthorizeu aid on this exam. Signature: Date: Page; '1 0f ‘? 1. Draw 111:: mu cnamibméric [firms Hi" the fullu'wing cundcnscd Tumula (be. sun: In use- dashed linesand wedges to indicate spatial ofientation): (6 P15) -— - -— EHzefiflififleflr— -—— —'—-— --—-——-- - 9”" ® 85" ..Iu"é"‘-.~ 4'“; {|_ E3) mirth;- A CHE CHE/A M'Im‘im'fl' H H. 2. Give the IUPAC names for the com 'ounds shQWn below: .9313) Page 2 of? 3. Rank the following alkcnm in order pf Ihei: increasing stability {1 = least stable, 4 = most stable): [41 pts') mm _ /k|7\_ W. ...;w... _'. _ 31 H I _ 4. Draw me apprnpn'alc structures for 1h: IUPAC names ngvidEd below: {91pm} a) S-IEH-EutyIrZ-isubutyi-l,3cycluhexadifmn Page 3 of '1' 5. Menti'fy the chiral carbunis) in the {flowing compounds iuse-an a‘stcfisk to indicate_ your chuicelzsfl: {8 pts} _ _® .5395.-. . _ __ ._ 13-) 6. Identify the. its-flowing pairs of Struclums as-eilher enanljomars orifitntica] mmpounds: {6 pts). GI Ci Hail/i ""“CDZH H/l ""G'Gzn H CH3 Enmfimfi @ Page 4 cf ’5' T. vajd: the pmdflcl(s).of the following reactiens: [15 pm} @ 4%”- than Sf'rud'um @31- ———w— if if (5.] x __E’2__._ E (2113011 B} (I ———*m212'znm Efilflt CD [51,” MW Page 5 of 'Ir' 3. Provide Ihe apprepfiete reagents needed In attain the indicated producee: {1D pte} Page If: 01" 1If" 9 Starling with aee1y1ene and any necessary alley] halide(s}, shew haw you weuid synmesi'ze the cmnpeundis} prflVided below 0n?! choose one at the {allowing Emfifams In mark tar credit Ha Ha! answer bath. {Henri}: fm‘fimle which Emblem Ear: wish to have graded by Iahafiug the cerresgendfng lane:- with an asterisk! "HQ reaction mechanisms ale necessary 1e anaWer this queslien You must provide all appmpfiate reagents and inlennediaies (i4 pts] 0 [XI 34", Cal , I] am) AJLH + \iH Br 63) E; A“; . I. In; 14H Jul-1' ® 173”. hut-f1 H-Ltt-LH-LU-l 3 A a, :r l _ E'C— . _ . r1 L H 25404:: CHE--1": TH; 1 2-13 Ewicfl'lr‘: .T'HF If. Hyéfo oldie-x Mb? 6“" :4 C“: ”’1’ CEC'CHtc-“i I (flu-2:1) met-keg) 1 a- ' cw; mL-La=fiH -¢%¢H-s HE J We. «1.— Mars éhje; Page 1' of '1' JD. Prat-id: reasonablt mechanisms for the falluwing reactions. Uni! choose one of the a” win ' rubléms In hiark ar crwffl‘. De mmmwérhaffi. C'Iearb: Indicate which rabfem on fish n:- have radrdb Mbrfln .rhe curm- {31'1de letter with an asterisk; _.[18.pts) _. _ _ _ __ _ _._ a] HEr —-I-- ”if Ether Br M W 1. HQEDACIE. HgOITHF _ ' 2mm GM .fi/IDEL Gav/”Fag“ __» CV “Km". H: “DEL. “Ir-flirt. DH “‘“H ...
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