Organic Chemistry Semester 1 LABORATORY MANUAL - Moravian ...

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Nuclear Magnetic Resonance Appendix E14 Part V. Techniques and Theory Table 8: Carbonyl Compound Chemical Shifts: (Continued) Compounds 13 C ν (δ) 1 Η ν (δ) O CH 3 C O CH 3 O 17, 50, 171 2.0, 3.7 CH 3 C CH 2 O CH 3 9, 26, 50, 172 1.1,2.3, 3.6 O CH C C O CH 3 3 CH 3 H O C CH 2 CH 3 O CH 3 O H CH 3 C CH 2 CH 3 O CH 3 O C H CH 3 O O C H O 17, 35, 50, 174 1.1, 2.5, 3.6 14, 17, 59, 171 1.2, 2.0, 4.0 18, 21, 68, 171 1.2, 2.0, 5.0 20, 176 2.1, 11.4 128, 130, 131, 134, 7.8, 12.8 172
Part V. Techniques and Theory Appendix E15 Nuclear Magnetic Resonance Tables 9 & 10 and Figures 4 & 5 on the next three pages, summarize the outcomes of our discussions. They can be used along with tables in Padías and CGWW for NMR analysis of organic molecules. Focus particularly on the “Comments “ column to see how effects interact. Chemical Shift Tables: Table 9: Characteristic 13 C Chemical Shifts (See also CGWW pp. 61, 362, 375, 377) Type of Carbon Structure 13 C δ Comments saturated carbon atoms 1 o R-CH 3 2 o R-CH 2 -R 3 o R 3 CH 0->40 10->50 15->50 Know that these chemical shifts are 0->60 and increase with carbon substitution. carbons attached to Heteroatoms C C C C Br Cl N O 10->25 15->30 30->45 Shifted ~ 10-40 δ down field from the corresponding sat'd hydrocarbon and the extent of the shift increases with the electronegativity of the heteroatom. 45->75 benzylic allylic C C C ~20->80 ~20->80 Know that these are similar and are shifted ~ 20 δ downfield from sat'd compound C vinylic C C 80 -> 145 Shifted ~ 80 δ down field from sat'd carbon aromatic HC HC HC CH CH CH 110-> 170 Shifted ~ 100 -> 110 δ down field from sat'd carbon acetylenic C C 65->95 Shifted ~ 50 -> 60 δ down field from sat'd carbon carbonyl carbon atoms of esters and amides O N O C O C ~155 -> 185 ~155 -> 185 Know that these are all similar and are generally >150 δ and 220 Know that these are C similar and are generally >190 δ
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MORAVIAN COLLEGE CHEMISTRY DEPARTME
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Table of Contents (continued) 2 PAR
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I. Introduction 4 Fall 2010 Assignm
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I. Introduction 6 Fall 2010 Assignm
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Part I. Introduction 8 Fall 2010 La
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Part I. Introduction 10 Fall 2010 D
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Part II. Lab Rules and Regulations
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Part II. Lab Rules and Regulations
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III Laboratory Records & Report For
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Part V. Experiments 22 Fall 2010 Pa
Page 26 and 27: Part V. Experiments 24 Fall 2010 Ex
Page 28 and 29: Part V. Experiments 26 Fall 2010 H
Page 30 and 31: Part V. Experiments 28 Fall 2010 E.
Page 32 and 33: Part V. Experiments 30 Fall 2010 E.
Page 40 and 41: Part V. Experiments 38 Fall 2010
Page 42 and 43: Part V. Experiments 40 Fall 2010 1
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Page 64 and 65: Nuclear Magnetic Resonance Appendix
Page 84: Nuclear Magnetic Resonance Appendix
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Organic Chemistry Semester 1 LABORATORY MANUAL - Moravian ...

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