2006-Fianl-Key

2006-Fianl-Key - Student Name: Problem 1: Propose...

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Unformatted text preview: Student Name: Problem 1: Propose synflletzie strategies for the following reactions. Provide all reagents needed and Show all the intermediates. {15 paints each} m ———- 3:6 IRE-4 H to x 1/5,“: ,' KK l liftnemr CH “53 \\ Cid \ l' a...) / $1" l (f it” eH I -+ g If" ‘1 gram )l ELM! t} thb. 1% 379+; M} t .. "\«y' \ X posstbllltfl “£014 fitqu / H L: <23 H p l 49% cub \G K / h 9K 1 a ‘* a "“ ,/ a "L ho f :2 Ne‘ PM. - If, KL? L m r / IcHL Problem 2 Student Name: Provide the major products for the following reactions. Don‘t pay attention to the stmooohomishy. {36 points, 3 oaoh) If .--""' Er Fear; m Br 0H 11 MgIEthar _.. Ex :1 Arm 31H+IH20 :3 '3 {aflahGuLi ITHF ____oH3oH2(I, omso 21% a. ‘—h" _- “H5 _ J ‘3 HDVHDH/ H+ 1] HM > in DMH i .1 -—--—I—I-“ —'—.'-F '. P .r I 4 fi/GI L own-I20 1mm" M" “‘w’ a I} or "'“x,” “I! HNDafl-IZSD4 M Brz’H" 2" l 1..“ mm MG; L 1} m H} _ “"5 a 5 3 *1! _ -: _ cl in banzana (iv—1.5; C>=o r7‘_ {HRH " l > .H' —.... l - —.p- .2} --—m “H in THF J El Al. I o H 11GH3MQBHTHF LH. O > “"‘M '3’ diomne KM! l\ I}, a] 2Na+,Cr2D3-2‘I omso Student Name: Pr Im3 For the mile-wing reaction, give the structures of cnmpnunds presmted by latters [27 paint; 3 each). a} 0 DH ' H‘TH o 1 Na+cN':nmso A + B DH my: 2 c I +- 3 Heat 21H .‘HgO 13} n / n rl v E 2 Na+,cr3072' G EH NHQNH-z, own-120 -—-—h-- ———+ F —+ H —h- —h-— I in DRIED E ; avg—W; mgém Ma. .=E., 1* Lu. gflti 4" / jgd I_‘__L,J ._. r.. Q ' LEE xix“ My TH? ' F 4 P F1 g. G - \o L+ L1 45%| fl *fij‘jj CH5 3 H .t Yleii‘." H 5 4C}- EraLwhm I .- LICK “"1 Problem 4 Complete the following reactions (24 points, 3 each]: o 1} (Hammer A EDGE B MEDHfH-l- C + oom CH} Ly; mu @Jfi) A? flaw-Mi ' 7’ / L.» l +~ “h: “‘"l _ f“- o: Hg 1 BHS-THF x \ ” arm-v- LBAI'I'HF ElHEQEIQH-IHE Q—NHZ M “Li... E _;.... F "—3- G —]-r H 3]FCG in DMF %Bf’ k .x ' L / fl /fl\_.. M 2/ \ “I H ‘: m... / Studem Name: Student Name: Prehlem 5 Prceese reasonable structures for the ccmpcund A and B on the basis of the given mclecular formulas and the H-NMR and 13 C specttas. Assign the signals to specific hydrogens in the meleeule. {213 points each} D 1)A= C4HTU'1CI . - ,c a J1 "e ctr «’1 k“ 5’ “@H=..Firni 2) B: C4Hfifl Student Name: 1) What are the major products for the. following wagons? [18 points, 3 each] 5r H . phi/5* thigm 6 H I3! b:- 3'2, ‘4' mm. COL. 3" Br I - /"7L/\ G H m a (.3 i V 110: d} —:-» memos ; L J an“ /- a C”; H x B'- / HE LEA! THF a] CL —- k1 2) Provide the reagents needed for each oftho foliowing nunsfonnatic-ns: {12 points, 4 each} OH ?<_ 1.119 /H+ $ 9);:wa "'"'—-""'5"'—‘h" H H10; J: D WWI}. We” 2) tum {fix-{q “(DH/Hy? HO x Student Name: thlgm 6 1) What axe the mjer products for the following Was? [18 paints, 3 each] I} H 5r Er a. 4;:/ '3} ill-- /\ "L LN“. ch. d-w- ‘3" Br a] _ L /#7L/\ ‘ 14 ea; 0 a at V 110; d} —.I-- 2HCH312$ i L J “Rx. /‘ *3 C”; H Br 6] HEr CE LDAJ' THF /% —h. —h-— RDDH L ‘\ J/‘x 2) Provide the reagents needed fer each of the feliewing Mnsfunnatmns: {12 points, 4 each} glngHF H2? “0/” 4: H—w—w. II;- I' 5 D ir-Hfi-icfia. L 2 flea-J14 2) mew-m flaw/341.0 CIH Student Name: Problem 1" Provide a synthetic stratr.=:g;]i,r for the following transformation. Show all intermodiates and reagents. ???? ‘0 H >O\ EN.H1_{\J ML ,3 l of} I ; DH 3,44an L/ ...
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This note was uploaded on 06/07/2008 for the course CHEM 140B taught by Professor Nefzi during the Spring '06 term at UCSD.

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2006-Fianl-Key - Student Name: Problem 1: Propose...

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