CHEM 140B f06 midterm key

CHEM 140B f06 - Student Name Problem 1 Proposa a raasonablfi structure for the mmpounds I and II 0n the basis{If the given molacular furmulas and

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Unformatted text preview: Student Name: Problem 1: Proposa a raasonablfi structure for the mmpounds I and II 0n the basis {If the given molacular furmulas and the ll-l NMR and 13C spectras. Aasign the 31311315 to specific hydrogens for both molecules. A:C10H1902 C} “R Li": .6“; " LC, \ H I— :t 5 F, W... K” n.“ H'flfi' #1 x x I” ' fl ., '. AH. 11. B. I. 1". PF! B: CTHmflq Solvent NO Student Name: Problem 2 a] Predict a lH-NMR proton for the following compound. Assign tho signals to specific hydrogons. [ I [J points] HIE, H33 'HQ' .0 \fi 3 a '---___....-.- -- -- m J,- 2 ' . 2i JUN . . L i M iii iU it f - i i" I. Ei L _ 4 ' k— t .5... NEJ 1} NaDHtHgfl _—h— 2} GH3CHgBrtDMSO 1:. CHsLitTHF 1} _—p— 2] H+IH20 EtG'I'EtI'JH Student Name: Problem 3 Provide synthetic sn'ategies for the following transformations. Show all intermediates and reagents needed for both reactions. A) {10 points) L / L1); {/W F t grew r},th “aka; L) H101“ J0”; t":I U) f/ II J _____ __...’3 HIM / “NH B)(Iflpeints} Ofs' —-—:I-- OH T Her 1 12...:— té’ 11‘:th i Student Homo: Problem 4 a] Complete: the following roaotions, pay attention to tho storoooholtfistry. (213' points) 11HotoAc12.Hzo JA< a“ 210w, NaBH4 “a. EH35 \ Eto-MaflEtoH 3'“ SH fa. .30“ Hr HED— " > + +Enmfiflflmf H? OH? I,_._---- HBr 9V1 ‘- - I " .n— a H+IMoDH h w 3:21” X ‘1, gm; n+1 tumor 4: b} Name tho following compounds: {8 points} . It? I .. l...“ _}..f>--._a* n.- 't.‘ 1-5” f“ "" Lil-h L4 _ ngg ’3:- we NJ I Gr _ Bron-o r-JJ-motfli-{fl‘ FErIIPEfi-lQI‘EE) 3* {ram-a ~— c5613: Lemme 0“ v ...
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This homework help was uploaded on 02/19/2008 for the course CHEM 140B taught by Professor Nefzi during the Fall '06 term at UCSD.

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CHEM 140B f06 - Student Name Problem 1 Proposa a raasonablfi structure for the mmpounds I and II 0n the basis{If the given molacular furmulas and

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