Organic Chemistry Semester 1 LABORATORY MANUAL - Moravian ...

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Nuclear Magnetic Resonance Appendix E21 Part V. Techniques and Theory d. Propose a reasonable structure of a compound with the molecular formula C 6 H 10 O and the following NMR chemical shift signals: δ 1 H Rel. Area 1.70 2 2.00 1 2.10 2 3.20 3 3.40 2 13 C δ 16 29 53 69 71 84 Explain the logic that led to your structure. e. Propose a structure for a molecule with a molecular formula of C 7 H 16 and a 13 C NMR spectrum with only three peaks. Then predict the δ values of the three peaks expected from your structure. Explain the logic that led to your structure. What is the name of the compound you proposed? Applicable Practice Problems in CGWW pp. 78-9 #'s 2, 3, 6, 7, 9 & 10 pp. 275-6 #'s 1, 2,4 (hint: solvent peak), 6 f. 1,1,1-Trichloropropane yields the NMR spectrum indicated below. The triplet produced for protons X can be explained using a proton spin orientation diagram similar to that used in the summary of discussion on spin-spin splitting for the triplet produced by protons A in Figure 9: compound (9.). The (2nI + 1) approach correctly predicts that protons A should yield a quartet. Why are there 4 peaks for protons A? Use a proton spin orientation diagram to explain how the X protons can generate the four different magnetic environments required to produce the quartet for the adjacent A protons. X A A X Cl H H Cl C C C H Cl H H A X X g. Predict the number of different chemical shift values and the multiplicity of splitting for each peak for each of the following compounds. CCl 3 CH 2 CH 2 Cl CHCl 2 CHCl CHCl 2 CH 2 Cl CHCl CH 2 Cl CH 3 CH 2 CH 2 Cl
Nuclear Magnetic Resonance Appendix E22 Part V. Techniques and Theory h. Give a structure consistent with the following set of data: C 10 H 14 1 H δ Rel. Area Multiplicity 0.88 6 Doublet 1.86 1 Multiplet 2.45 2 Doublet 7.12 5 Singlet 13 C δ 15 35 50 110 112 118 130 Additional Applicable Practice Problems in CGWW pp. 276 - 278 #'s 3(left ex. only), 5, 7, 8, 10, 11
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MORAVIAN COLLEGE CHEMISTRY DEPARTME
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2 Introduction PART V: Appendix A T
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Fall 2008 4 Part I. Introduction As
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Fall 2008 6 Part I. Introduction As
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Fall 2008 8 Part I. Introduction We
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Fall 2008 10 Part I. Introduction n
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Page 15 and 16: Fall 2008 14 Part II. Lab Rules and
Page 17 and 18: Fall 2008 16 Part III. Lab Record &
Page 25 and 26: Fall 2008 24 Part IV. Experiments P
Page 27 and 28: Extraction Appendix B1 Part V. Tech
Page 29 and 30: Infrared Spectroscopy Appendix C1 P
Page 37 and 38: Mass Spectrometry Appendix D1 Part
Page 39 and 40: c Mass Spectrometry Appendix D3 Par
Page 45 and 46: Nuclear Magnetic Resonance Appendix
Page 63: Nuclear Magnetic Resonance Appendix
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Organic Chemistry Semester 1 LABORATORY MANUAL - Moravian ...

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