FinalSpring1997

FinalSpring1997 - lb FINAL EXAM. CHEM 2364/ 2453 student...

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Unformatted text preview: lb FINAL EXAM. CHEM 2364/ 2453 student name 4/ Z 9/ 9 7 Dr. WEINGARTEN TA name =~ ‘l. a. balance the equation b. calculate the theoretical yield of the product (in gramg) c. calculate the gercent actual yield of the product d. circle the limitihg reagent 6. SHOW YOUR WORK! BOX AND LABEL YOUR ANSWERS! Z I; o A NH-g -CH3 , 0 Han + CH:‘ -3 \ ——r NH + H Cl - 0' Cl-i3 -é . NH: 45 NH‘E'CHa 11.39 24.99 22.1 9 actual yield FINAL EXAM, CHEM 2364/2463 student name 4/29/97 Dr. WEINGARTEN TA name is. 2. 3. Give the iUPAC name for the following structure CHa‘ ,CJ'Ia CH I CH3 a1: /CH\ ,cna /CH /C "C\ . CH3 'CH2 H H b. In the Aldol condensation reaction you carried out in the laboratory had you used insufficient benzaldehyde you might have isolated a byproduct named 4-phenyl-3-buten-2-one. Draw its structure. l, i ! FINAL EXAM, CHEM 2364/2463 student name 4/ 29/ 97 Dr. WEINGARTEN TA name ‘~ 3. Describe the best method for separating gram quantities of the foliowing mixtures into their components. a. CHaCONH OZNQNPCOCI-ia OZN minor amount wwrmwmzmw.n‘wxmv‘ tn"- Eh‘. Ii-T'YJLJH 2‘ ~. it mm m-M‘-M-‘-"""" ‘ COgH 33'." LT‘VKW [Em i3 g?!ng.m..m_‘11§ilifimm.mwnw W . Q-!NME‘.W ummw't.mammmmmfl'mamammsr‘mwwnw FINAL EXAM. CHEM 2364/2463 student name 4/29/97 Dr. WEINGARTEN TA name 4. Describe the best method for separating gram quantities of the following mixtures into their components. C. NHCHg OCH3 E E g s CH3 0 CH3 'él 'OH QHa FINAL EXAM. CHEM 2364/2463 student name... 4/29l97 Dr. WEINGARTEN ‘5 5_ TA name Match the NMR diagram with the correct molecular structure. U A' I" o CmccHchs H. CH3\ /CH-B' [3 CH3 FINAL EXAM, CHEM 2364/2463 student name 4/ 2 9/ 9 7 Dr. WEINGARTEN TA name "4 6. Sketch a reasonable proton NMR spectrum for the molecule below and identify each resonance. 0 CH3 cmilk/CH (III-CHg-Ll- —CH3 CH3 (I:Ha ~ “lulummanM-(Immm-rr u A A E E a P r: E E E E 3. i FINAL EXAM. CHEM 2364/2463 student name 4 I Z 9 l 9 7 Dr. WEINGARTEN . TA name ""7. Fill in each square with a P indicating a positive test or an N indicating a neative test. WWW?" FINAL EXAM, CHEM 2384/2463 student name— 4/29/97 Dr. WEINGARTEN R“ 8. TA name Devise a scheme to differentiate the four 'unknowns' shown below using only twg qualitative organic tests. 0 O O E; . 3: CH2 ,CH2 CH2 GHQ ma’g‘cé ‘cr-Ia CHs/ ‘cfiz ‘cHa CH3 ‘0’ CHa’ ‘cfiz “3+1 { FINAL mu, CHEM 2364/2463 student name 4/29/97 Dr. WEINGARTEN TA name 9. a. Place these bases in order of decreasing basicity (strongest No. 1) NHCH.-, 3— 0 Cl Nl'CH a b. c. Na+ NH} 0 cream -NH -C-CH3 “_"_Wl\myv.qfi:nlivfl-‘Tyfirfiq I" warn-n 'In‘ a“, r W A “w A_ ._|.'v-"mu/ml."-nmmnn-I "in'nmm'n"WW-"V'er we‘- e. Cl'iaCHzflHCHs a. ceabd b. cdeab c. cedab d. edabc e. abced b. Place these aromatic compounds in order of decreasing ease of nitration (most easily nitrated No.1) 9H: CH2 Q N02 OzN A B C D E a. DACBE b. ADCBE c. ACDEB d. BADCE e. CABED o o O-A—CH; 3‘0""CH3 3' I . . G: g: ,. . E: g; E, E g. i \ FINAL EXAM. CHEM 2364/2463 student name 4/29/97 Dr. WEINGARTEN L10. TA name In the Aldol condensation reaction you prepared a sample of dibenzalacetone. 3. Describe how you synthesized the product (what starting products. reagents and conditions did you use? This is not a theory question!) b. Describe how you purified your product. c. What characteristic did you measure to confirm the identity of the product? d. Suggest another method you might use to confirm the identity of your product and explain how the method confirms identity. . 10 FINAL EXAM. CHEM 2364/2463 student name 4/2919? Dr. WEINGARTEN 11. TA name In the Para Red experiment you combined the diazonium salt of p—nitroaniline with the sodium salt of Z-naphthol to produce an azo compound (Para Red). Draw the mechanism of that reaction including the cerrect structure for the product. 11 FINAL EXAM, CHEM 2364/2463 student name 4/29/97 DI’. WEINGARTEN “"12. TA name Propose a synthesis for the molecule drawn below using only starting materials from the list provided at the bottom of the page and readily available reagents. OE‘WO §§Bé5fo 12 ,mmmguwgg g E a E g a i f l FINAL EXAM. CHEM 2364/2463 student name 4/29/97 Dr. WEINGARTEN “J13. TA name____._.__._ Propose a synthesis for the molecule drawn below using only starting materials from the list provided on page 12 and readily available reagents. 0 FINAL EXAM. CHEM 2364/2463 4/29/97 Dr. WEINGARTEN student name TA name "» 14. Compound A, C9H120, gives a positive Jones test and a negative Lucas test. The Jones test converts A to compound B. C9H100, (proton NMR of B shown below) which gives a positive Tollens test. Further treatment with the Jones reagent converts B to compound C, C9H1ooz. A,B or C on oxidation with KMnO4 and base yields terephthalic acid. Draw the structures of A, B. C and D. Hooc-OCOOH temphthaiic acid NMR of compound B j E i a g i i g i i E i i i 3 ; in mmmmmmm "r" mmmmmmmmm «"1 mmmmmmmmmmm "I mmmmm “anagram...— .... unrnumu-m—wn'ummn—oufummu'm-mw nnnnnnn mu- J 9 B ? 6 5 4 3 2 1 O 14 FINAL EXAM. CHEM 2364/2463 student name 4/29/97 Dr. WEINGARTEN [15. TA name A chiral compound A, C5H1002. on hydrolysis with aqueous acid yielded an achiral compound B. CHzoz. a sharp smelling liquid. and a chiral compound C. C4H100, a liquid which gave a positive test with the Jones reagent. The Jones reagent converted C to an achiral compound D, C4H30. Draw the structures of compounds A, B, C and D. 15 ...
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This note was uploaded on 09/22/2008 for the course CHEM 2364 taught by Professor Davila during the Summer '08 term at LSU.

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FinalSpring1997 - lb FINAL EXAM. CHEM 2364/ 2453 student...

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