Review%20for%20Midterm%202

Review%20for%20Midterm%202 - Review Far McaH-erm 2 Mme...

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Unformatted text preview: Review Far McaH-erm 2 Mme Title 4/6/2009 TOR 5 TOEfCS 1, Nomencmmre and drawing g—h—mc-‘Iures (8+ereoisomer‘5‘l Ffseker Projech'onS‘) L§ 2/9, enan-Homerg’ dCstreomefs) meso 7—- Theory (5N1, SN‘Z, —-\-r-oms{—Hor\ s+a+eS) rod-e laws\ 3. ArrON— Pusk'wuj Meclnan§3m5 (5N1) 8N1, E1, E2) regrrangemen-I-SJ e413 L}. Individuod Revue-Hons (know mechan\'$ms we wen+ over tn \ec-HM'e} 3N1, 8:42, E1, E2. San—t-hesis of: alcohol-9 depro-l—onod-e alcohois +0 qlkoxt‘des (ROH'QROG) sgn+hesfs o? e+hers Q\C,o\r\o\$‘ a kmoadkane (PBrs’ e+c.\ oxida-Hon rE’eluc-Hon Grianaré, Organoh'Hnium, orgqnocoppe‘” (nucieoPhHic carbon} '5. ijn+hesis; S+rim3 ream-Hons "Dge'i'her F\$CHER PROJEC’HO NS Me Rm .3" Ci ’R H Check s+ereockem ‘ 5+ ——'* 53 assigning Me "v. H :3 F p. and s F H 3 + / ro‘I-Q‘R E t8°’ (IF qou goi- 1-he s+ereocen+er wron , Swi'l'ch Mo SubS‘H'l'uefflS a H u —+h'\ will inver+ s+ereocen+er) E ..F H Hand rm [9 -. can rah-H Fischer an cat-loan and no+ change 11/3 M- HAG-\- carbon Show om s+ereoiSomers o? \.3-dickloroPen+ane and inch'cod-e 1/8 I c\ We! a”, ' “.c‘ C\ ‘6‘» Cl (lflfes’cl in‘lvocnd '“""°" 9“"? diasflreomeu 37:0? ‘m“?;':zrs MESD each cal-Herc! Draw +he +mnsi+ion s+a+e 09 a general 8.42 mm. Nam-”gum La. 59'- hybridized pumm- reoch'on progress car on E2. road-ion: " ("'6' , ,LC. HH- fink t:::.:ar+oa||5 31?] 3.3“ \Kbofld par-Hang com.“ bond parfiaflg broken fi' H i L6 "‘ng- "' bond Par-Hath, {ht-mod be Qnfi Pefip‘qnar Which 0‘ Ha? Fotlow‘ n3 ufiu undergo an 8N7. read-ion w/ IQ? ‘\ grea-l- nucteoph""- Vera ?o\avi7.ab\¢ X ° :- XNOH A—o-JSLD. i \/ no good 0 . . , gum-\- \eavl 3m? IEavmg 3“”‘9 1': 1° carbon egg-ref 3°¢qrbon cam-er win no+ updergo Suz ream-hon 0 v8?! _“_ \/ 5101» v? f. “‘3 0'3““ I 0 MS Fred} c+ 4- he Products ‘5 a 5+ 09 MW 2- "—_—" (H CH3 E-i'Ol-I [J 3 A E7. "' H 54:63] 1905+ m€novr MATO R mar? 8ub$H+uhd dou‘me bond; more s-rame Product /a 338! 0:" Cc“——’———>3’C°e CH CH 9 E 60: s-I-en'cs', makes \ess Subs+€+u+ede doub‘e bond How wound gou make {:rom C! We»! new C- 0/:C. band 84?on C‘ 0H base Ch 09 W W P w A, Sui Mama choice: +0 +urn an alcohol in-l-o an alkoxide: NGOH In H30 Q NaOE-i- in E-I'OH NaO-hBu in {:BMOH NoH (hydride) e+c. (coma aISo use cm ac-h'vc mo-I-al “BO Li, Na: K) mechanisrn OF odcohol depro'l'ona-Hon w/ s-h’ona base - C‘) C‘ngg+—a Clw/Xéfi 4- “‘0‘6 3'2. C! H —-—5 CA Br 7< \rw 7< Hzo (Sui. Sowowsls) NQOH (-—— C| OH 2.) HM? —-“-v 3) NQOH’ H10 0W Propose o :3 n-Hnesis: how? add 7- W A“ ~—) M°° ODon end ZC Llc “‘3 A°’\ °' (5 Cox ‘3‘ CHI-CH2 era—ca CH -M Cl / 1. 3w, 3 ’ CH3CH; l 0", 02.0 Show OM ProduC‘B 0F ‘Hne Fouowins read-ion: H+ H20 H. __’—; show cal Pd +5 0 1/ $1] + )4 race rM‘c % OH “*5?” —’ 9" TH H +830 1° carbocafi on look For posflbw me+hy\/hyén'_de shif‘l's +0 mak! a 3’ carbocafion H3¢ film My H Huge skin 5:1 H0 "“3“ III 3 0 carboca‘l'i on El \> ‘or m0+hy| sti- is an H "’5 inhamolecular read-ion so i-lr's very Fqsl-l These / 5 i win be Hag MQSO” products. 9r§dic+ i; L i L +he Fr 04 uc-I-s OH racems‘c *N-I- SN 7— (inversion of (an figured-ion} E7. E7. 8N1 W E1 (Mi no(\ Mad'ck +he enerau diagram +0 +|rse reacA-ion Find +wo cliScormec-Hons going bad: +0 I; c. Fragmen-ts or Fewer HO Propose an ago-thesis OF 1/ firo M T H0 H° H' [0] Pee in catch, «44 2 c-: n Pcc m CH1CI; 7.5 A M58!) A0“ ‘____3 33 [4"] H20 ...
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