CHM 1240 E4 Ans Key both versions

CHM 1240 E4 Ans Key both versions - CHM 1240 EXAM 4 V2 Last...

This preview shows page 1 - 16 out of 16 pages.

Image of page 1

Subscribe to view the full document.

Image of page 2
Image of page 3

Subscribe to view the full document.

Image of page 4
Image of page 5

Subscribe to view the full document.

Image of page 6
Image of page 7

Subscribe to view the full document.

Image of page 8
Image of page 9

Subscribe to view the full document.

Image of page 10
Image of page 11

Subscribe to view the full document.

Image of page 12
Image of page 13

Subscribe to view the full document.

Image of page 14
Image of page 15

Subscribe to view the full document.

Image of page 16

Unformatted text preview: CHM 1240 . . EXAM 4 V2 ' _ April 15, 2016 Last Name (printed): MM First N ante (printed): Access ID (ex. XX1234) . Sec; 002 003 004- 005 006 007 008 009 010 011 012 013 014 015 502' You must have the correct section number-to earn credit [or your exam. Signature: Please write your answers neatly in the spaces provided. You may write in pencil if you decline the option of a re-grade. If you use a blue or black ink pen you retain the option of a re-grade. There are 21 questions. Useful atomic numbers: H=1, C=6, N=7, 0:8, F=9, Cl=17 , Br=35 Academic Integrity Pledge During the exam I will Durlng the exam I will not ' - have any papers other than those provided . have any writing on my ciothing or person or desk - talk to anyone other than the instructor - turn off my cell phone and put it away (out of sight and not on my person) ' - ciose all books, notebooks. etc. and put them under the seat in which I sit - keep my eyes down and focused on my own paper - keep my answers covered --sit in the area assigned to my section I will stop writing when time is called. I will hand in my paper when told to do so. I understand that the minimum consequence of any behavior contrary to this pledge is that I will receive a zero on this exam that will not be replaced by the percent earned on my final exam. - Name (sign) - - Scofing Page 2 - I 40 Page 3 l 32 Page 4 I12 Page 5 l 8 Page 6 l 8 SUM ' I 100 CHM 1240 - Exam 4 . _ . _ _ Page 2 of 8 Write the major organic product formed in each of the following reactions. Be sure to include stereochemistry if necessary. (4 points each] 1. - . CH3C03H 0) ——> \ 1.3113 I ——-—> 2. H202, NaOH W O' _ Z n/Hzo W ' _ 0 Br (TH OH MO... —> / H20 / NaOH O‘H 1. Hg(OAc)2 / _ H20 _._._._.._.—> . \ __3__,. '. See lmd'hgl shi'F-f OH —'—'—"'—""-> CC]4 10. u W sea hgolride Ishhc'i Cl W CHM 1240 - Exam 4 ' . Page 3 cm 11. . /\/<(l3 H+ ICH30H Ni)“: 0-H 12. NaJNH3 H30—C=C_CH3 —) \ 13. _ 0 ”Ha A/L - 2. H202! 0H 14. 15. Hg(0Ac)2 HSC_CH2—CECH —) H20 16. Provide reagents to convert the given starting material to the desired product. More than one step may be necessary. [6 pts) 0H ' . H2504— \/ A. 9 +60 I 0T1. (Wk/H20 2. aBfiq. 17. Provide reagents to convert the given starting material to the desired product. More than one step may be necessary. [6 pts) 0” GOA Ko+l W5 Na ox! vbase. 0H5 cos H CHM 1240 — Exam 4 ' Page 4 of 8 .18. (6 pts) Write a plausible mechanism for the following reaction. Be sure to show bond making and bond breaking as well as all electron movement. Every arrow counts. Be precise! Don’t forget to show charges where necessary. I /+\’H-Br —> I Br \ “e. ' ”‘9 .19. (6 pts) Write a plausible mechanism for the following reaction. Be sure to Show bond making and bond breaking as well as all electron movement. Every arrow counts. Be precise! Don’t forget to show charges where necessary. OH M} Na+ 'OCH3 ICH3OH NV OCH 3 CHM 1240 — Exam 4 - Page 5 of 8 20. [8 pts) Provide a structure for the compound CgHgBr02 which corresponds to the following N-MR [Proton and Carbon] The IR spectrum shows major peaks at 1720 cm'1 and 1205 'cm'l. Justify your answer. You may draw arroWs from the structure to the part of the spectrum that justifies your answer. No credit for a guess. 1H NMR: 0 - - - ll 67.69-773 ppm, multiplet, 4H _ _ 5 4.30 ppm, quartet, 2H 8 r 0 C— O C+{2 “ C+l3 5 1.30 ppm, triplet, 3H 13C NMR 0 I Aruc 10 1.0 10 10 1.0 so 60 4o 20 u CHM 1240 Exam 4 W ' Page 6 of8 21. (8 pts) Provide a structure for the compound CeHnClO which corresponds to the following NMR [Proton and Carbon] The IR spectrum shows a major C: 0 peak at 1710 cm 1 .Iustify your answer. You may draw arrows from the structure to the part of the spectrum that justifies your answer. No credit for a guess. 1H NMR 5 2.45 ppm, quartet, 2H 6 1.74 ppm, singlet, 6H 6 1.06'ppm, triplet, 3H PPM 13CNMR I I . . 2(w3 S Page 7 of 8 Exam 4 CHM 1240 -1.7 HF . - 4.6 4.7 m— 15.7 —2:_ CH3 2NH2 CHaCOOH HCN NH4 H20 CH3CECH 35. m :r [In In. an nnummmmmn" CHM 124_0_ - Exam 4 fl .3 __"‘°'." c=c~+l H-c-c-H . 1-H U H-C-O “906:0; 52:“ - 3.. _ .I ." H.c.c=c_ - _X_ I F. CI. B ' ' - - (l.9j. alcctrozogatlw mm) 81:90 13‘C Correlation Chart 3220 260;'1fso"Iso '14:) 120' 100- an" ad" 40" .3112... _ "2'0; _ PageBofB '- CHM 1240 ' EXAM 4 V1 April 15, 2016 Last Name (printed): r First Name (printed): Access ID (ex. xx1234) ' . Sec; 002 003 004- 005 _ 006 007 008 ' 009 010 011 012 013 014 015 502' You must have the correct section number to earn credit [or your exam. Signature: - Please write your answers'neatly in the spaces provided. You may write in pencil if you decline the option of a _re-grade. If you use a blue or black ink pen you retain the option of a re-grade. There are 21 questions. Useful atomic numbers: H=1, C=6, N=7, 0:8, F=9, C1=17 , Br=35 - Academic Integrity Pledge . During the exam Iwill Durlng theexaln I will not - turn off my cell phone and put it away (out of sight ' have any papers other than those provided and not on my person) - have any writing on my clothing or person or desk - close all books. notebooks, etc. andput them ° talk 1° anyone other than the instructor under the seat 'in which I sit v keep my eyes down and focused on my own paper . keep my answers 'covered - sit in the area assigned to my section- I will stop writing when time is called. I will hand in my paper when told to do so. . I understand that the minimum consequence of any behavior contrary to this pledge is that I will receive a zero on this exam that will not be replaced by the percent earned on my final exam. 'Name (sign) Scoflng Page 2 I h I 40 Page 3 I32 Page 4 [12' Page 5 I 8 Page 6 l 8 SUM I 100 CHM 1240 - Exam 4 Par P [6‘ Write the major organic productlformed in each of the following reactions. Be sure to include Page 2 of 8 stereochemistry if necessary. (4 points each) 01-] 1- Br Br- \ 2 2. 691314 3. CH3C03H / . M 4. I'12 / —> Pd-C \[A 5. . I I HCl _ CJ _ 5h rial- 6. . I 2. H202, NEOH 7. . (312 I C ‘ ' —> 0’ CC]4 ‘ \ l t Cl 8. . ' ' KMno4 0—H HzofnaOH ( 1 OH 9. l. Hg(OAc}2 ‘ H20 H 2 NaBH4 CHM 1240- Exam 4 f u FPLK, 0-H Page 3 of8 _ - - 00H Na+ 'OCH3/CH3OH NV I 12. _ ' ' _ ' . H [Li d1 l t. A HSC—C=—C —CH3 fl; 13. Hg(0Ac)2 HSC—CHa—CECH —> - H20 14. ' O NafNH3 ' , H:,c—c=c—c>H3 __———* N 15. HaC— CH2—C=CH —_> NL‘L‘H 2. H202/ 'OH 16. Provide reagents to convert the given starting material to the desired product. More than one step may be necessary. (6 pts) . 17. Provide reagents to convert the given starting material to the desired product. More than one step may be necessary. (6 pts) OH OH CHM 1240 - Exam 4 i urptfl... _ ' ' Page 4 of 8 18. (6 pts) Write a plausible mechanism for the following reaction. Be sure to show bond making and bond breaking as well as all electron movement. Every arrow counts. Be precise! Don't forget to show charges where necessary. _ OCHS my / CH30H 0H 19. [6 pts) Write a plausible mechanism for the following reaction. Be sure to show bond making and bond breaking as well as all electron movement. Every arrow counts. Be precise! Don’t forget to show charges where necessary. _ \flH—Br —~—> Br \L. [email protected] \ @955" CHM 1240-Exam4 ’PUVP (é. ' - '— Page50f8 20. [8 pts) Provide a structure for the compound C5H9C102 which corresponds to the following NMR (Proton and Carbon] The IR spectrum shows major peaks at 1720 cm'1 and 1205 cm'1.]ustify your answer. You may draw arrows from the structure to the part of the spectrum that justifies ' your answer. No credit for a guess. 1H NMR: 6 3.66 ppm, s, 3H .- 6 1.82 ppm, s 6H PPM 13CNMR 0 2x H at C l 5&5 - 09+? (3 L I. 2 1. o. 1.0 10- 10 1o 30- 60 4o 20 o CHM1240-Exam4 E UFP(C__ . . I Page60f8 21. (8 pts) Provide a structure for the compound CgHgBI‘O which corresponds to the following NMR (Proton and Carbon) The IR spectrum shows a major C=0 peakat 1690 cm'l. Iustify your answer. You may draw arrows from the structure to the part of thespectrum that justifies your answer. N 0 credit for 'a guess. ' 1H NMR 6 7.69-7.88 ppm,.doublet of doublets, 4H 5 3.54 ppm, quartet, 2H 6 1.22 ppm, triplet, 3H PPM 13C NMR CHM 1240 - Exam 4 Page 7 of 8 -1.7 -1.4 .3— HNOa ..+ w F H H + CH3 2NH2 CH3COOH HCN 7. 5 1 + 4 H N CH3 2NH CH3C—CH CH4 NH3 mi . unauflnunfl i1. 23an m» u CHM 1240 - Exam 4 R'OHw' .. .. 1 13C Correlation Chart Page 8 of 8 I ”22¢;_'2oo'_13011159m; 21:20 1'00' an: SO .49.; 2'02 :0" ...
View Full Document

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern