Ochem Midterm-II-Winter2007

Ochem Midterm-II-Winter2007 - Student Name: Problem 1:...

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Unformatted text preview: Student Name: Problem 1: Propose smithetio strategies. for the following reactions. Provide all reagents needed and show all the intennediates. (12 points eaoh) “at. ‘fiflr F i war 4 -= LA .3 - "\\H_ l/ ._.__—-—"-'9 'J \\;_—_.‘I/’ J W innit. J J D El w —?I-' —- :3} /' m g Ling-Haj xxx h . 1 “KM. fill”; I hung. _J! gr ICE-"h": “llj 2/. ‘FE? fl . lie. J ‘4‘ if “fry; (ED-Cr” l x law-Eleni fl ;. _“ i“ : J i I "TH Student Name: Problem 2 Complete the following reactions. {31:} points; 3 each» 02" GH3EIIAICI3 /\/ m x e: . 1 5D°C 503H Br: ecu -. ..— ..r' F;- Usoafl CHachHAIClg “n 11H2304eromeat JFK r —h-— 3 “A ZlBrnge-Erg * HD’O CI 43"": "~ 0 WW: H3 DH \ >‘:\ —:~ *- >=\ «JFK N”; "H2 A. E: E” H “a x 21HN031H2304 F Maj; ,- r f x"— r X: “03 N‘ *2" 2} CH35BH3 / (I 11Na+NH£j If Viki: C a CHgszhaat \ —h— r. \J_, .._F Student Name: Problem 4 A) Pmpose a 1H~__ R spectra for the following compound. Assign all protons. (12 points) H‘: L ‘5' "'4‘. .1. m. in us" 'an': 1m. m:- m an :5 HI no u: in nu B] Home the. following compounds {E- points} Qua: NII ITS E (“D a: Cl ’0‘ Student Name: Prchlem 3 :1] Decide whether or not each cf the following species is arcmatic: (Write yes cr net} (10 points) a /\/J 7/33 \/e <3 i N p b) Previde structural fcrmuissofcr the reagents or products indicated by letters {24 points, 4 each) 11' Us a} A —I-- A: K r, 2:- cHasc H 3 b1 047 —E* 0—94 B: “(0.”. H M. clH%T¥—cflhn—zp El... 2:. Hgflzu'DH‘IHzfl L1" ‘9 /“""‘-. . a: G a l—F‘xX“.._-I- Fl / " M41“: (J / .u—r.. .- D (3M; he s r / J _.-—F Student Name: Problem 1: Propose synthetic strategies for the following reactions. Provide all reagents needed and show all the intermediates. (12 points each] 7 DH ~<:>—-@« . ’ .--’ Br "'r'-'.". . ’,_1 ' " 'i-trrfs e A: . .. 1 ." ’- ,, l" J 1. A I ILI— :1 ‘5 ... r lav-x: l‘; \zses. " ,t z r :Li-‘e i 3"“ 53' .J—T'; 'fi If MPFJC K f A A A “Ir. J /’ IE):- 51 Q —-~ T I, “J \ "M-——-f/ \ e'J. _ . .. g 11‘ \ K} {mi-l l? \x //‘"”-I‘=~. ..-..."v;- Ir" P I I _.I- I: -- Ir- } I" I. ‘9 'J "'I "I; I .I N U 1' k1 K1. _\_ I-I'._‘r.:-I _ H- IJ ‘1 Mix tan/g 'II-IIIT I P”- :1 :3- *"' .‘J' --- _ If. I m CH Student Name: Prnhlem 2 Complete the foliowing reactions. {30 points; 3 each}) N02 «:H31::I.n~'smcl3 i ~._ 42:.- i -..l' Cl Br 15:: :3 Br CN-Na" i_ _...—h-— nmso fl I“.' " . 3' Alcla .~* _ HELanHg]. heat —-I-- ,..-._ _ f —h-- o a; .1 Mg n I. 1] 0:0 ——p-r .. x . _ r Ehar, 0°C "(1,1 E Br :7 2} H"'IH20 .l; is I“. OH I _ I. Era! H202 E NaDH . ___]___ \ -—a- E 5' 1 '0 Q ’_3._... u. [K 2) CH3$CH3 J (I 1} lawman2 I _—-—r- . if. 2}CH2N2meat K;- ‘. Student Name: Problem 3 a} Decide whether er not each of the fell-swing species is aromatic: [Write yes or net) [It] points) @ r: Na if; 7’s” - /\;0 13) Provide structural fonnulas fur the reagents or products indigjated by letters [24 paints, 3 each) I ‘ , 160 0c _ a] "‘ G + | " —"* A If?“ _I )y. (Jab--55“- H. .0. I. J H._,.-' H- O CF3CI‘JGI‘JH F” \ b} —I-— e ‘ c1073]... :- i O—zfi' _F... G —:-H C: 8:; flirt-t- 1'11"" '1 D: f“ a”! Br {It i E illir rigi— If, i :3 Student Name: Problom4 A} Proposo a strategy for the following reaction (1D points) {fr—1 } DH - . "1-3? -- l . ;, a I. “a $2 5J5" W , 4;} H41; if... L?) \ £- /B*jg {flu jfi'flc gr £28 I / ff /’l (fl _ - I 1 If? I'r'a—r-"‘L\\ - {I ‘ R1 J “'a.“_ Ill .5 3. /q_ E. I “K. —v — -—~---LH a i .311; I‘ f X f" "no... tu- B) Namo the following oompounds [6 points] m L..?}1 P“ of.) ll C N hea- !. :ll _. x. ‘- E i:- lfilr {m — ”" ‘2: " r11".{;' v.41.) 4|: l '1’: I. - Br I: I: V r T 1 [FE Br ...
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Ochem Midterm-II-Winter2007 - Student Name: Problem 1:...

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