Final_B_Key - ::i A. Nomenclature (12 pts, 4 pts each)...

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Unformatted text preview: ::i A. Nomenclature (12 pts, 4 pts each) Please provide an acceptable name for each of the following wmpounds. Be sure to indicate the STEREOCHEWSTRY where appropriate. ” Y“ B. Reactions: Total = 42 points, 7 points each Ptease pro‘dde “‘6 map” “04%! or necessary magenta. or stafiing materiai in the answer box. Be sure your drawing indicates stereochemastry if applicable- 1' L _ ” 2. Na Crooyn—rgso H120 )3 , 3. CFFNfi 4 H 4. NaSHSSN ” O g I HA “3 l 15 {fr/F: + ’ ‘J . Heat 2' 2% L” 2, LDA 6-130 wCECHS CH30H2B: 2. l I ‘ 0:— {Hr _—’——'—-—-—+ S. Mngher 4- a? CHE-0+3 5. H30+ q BFEFCH cog—z - 0‘7 ‘I 3 ’k’i“c“a l l 1 1 C E 00 Cl] . E] W, p: 0 ll 4. CHJCHZCE-QCHE—C-MHE 1.BrfNaOFfiH20 2. C 15 {XS} 3. 92 :HQ fHeaE l h V CV5 Cfil (#3 a”; -N H: _?. i » N/ffl &___-,_.____r 1; HM» M; We 2. 5430+ 1. NaOFY I EiOH --~—-—-v—-——_,-v Agé- «3. . “"9 M C} 2‘ Fr: {Ht-11' / 3 “OH/'9 L\ i wwwz Md; f gfiafi Hun—H...__.W Hafiman C. Mechanism: (1? Pts) Provide a clear mechanism for the reaciion shown below. Use curved arrow notation to indicate"olectran fiow". Show ail intermediates and all formai charges. Ifthere is more than one resonance structure. you must Show the "bees? (Le. lowest energy) structure. 0 t L' A . 1 cf 1) NaOEt 22.144? O ngl + I u VU\/ EEO ' EtOH 5. LL D. Synthesis: 1‘? points Outline an efiicient synthesis for the moiecuie shown below using any of the foilowing reagenm: alcohol, alkene, andf'or alkynes of two carbons or less, benzene, and any inorganic reagents, any oxidizing or reéucing agents and any perexy acid. ms/C\CH2/CI{2\ [a Nmojfi/W” 2. HV/ 0 O . {x , p ‘.¢_._JL—- 6:91—— (1 ~99; ’1‘ 241.6(7) O -./ ' I I‘ V '6 7‘” /‘U’\ 3: TERMS?“ 'I TRIKE M}? 07le03 I - MW 144 — ' %C 53.3 BB “ - 1W! 5% H 3.3 136 l :22- 939 45 _1 2941.92 we 23 E ..L_.._ 2959 a 1H38.M Ba —————. —-'—-—. *7— l \ x! l ‘_ N a WWWWfiWfl—m 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 PPHGE ?rutun NHH ".l. . L F— o C: 1‘1... C 1'1 --;‘ 200 180 I 150 140 120 £30 30 ED 40 20 PPM 0 Carbon 13 NHH « E00 2 HOURS 1N H .fi.. 3 V 3-58'r‘ifafl‘f LL35: OFiLx. ...
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This note was uploaded on 01/05/2012 for the course CHEM 3321 taught by Professor Bean during the Spring '11 term at American Jewish University.

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Final_B_Key - ::i A. Nomenclature (12 pts, 4 pts each)...

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