Jasperse Organic II NMR Problems. 1. C 3 H 7 Cl Sat Feb 4 18:00: : Experiment started

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1 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 1 Jasperse Organic II NMR Problems 1. C 3 H 7 Cl Sat Feb 4 18:00: : Experiment started

2 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 2 2. C 5 H 10 O Sat Feb 4 15:37: : Experiment started p

3 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 3 3. C 5 H 12 O Sat Feb 4 15:57: : Experiment started

4 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 4 4. C 4 H 8 O 2 Sat Feb 4 15:45: : Experiment started

5 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 5 5. C 5 H 10 O 2 C5H1 602'

6 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 6 6. C 8 H 10 Sat Feb 4 15:49: : Experiment started

7 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 7 7. C 6 H 12 O 2 ci;h1202

8 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 8 8. C 11 H 14 O 2 lj.1.1.ll1,a{j2 t l l I Jl'rL rli l 3rf

9 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 9 9. C 5 H 10 O Sat Feb 4 15:53: : Experiment started

10 10. Predict the Spectrum for: Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems 10 a. O OH CH 3 b. c. Identify the Structure from the Shorthand NMR (nongraphic) C 4 H 8 O 5, triplet, 3H 2.13, singlet, 3H 2.47, quartet, 2H

11 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 5 H 12 O Sat Feb 4 15:57: : Experiment started

12 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 4 H 10 O (somewhat contaminated. Ignore the non-integrated sets at 5 and 2.45). Sat Feb 4 16:01: : Experiment started

13 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 7 H 14 O Sat Feb 4 16:05: : Experiment started

14 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 7 H 8 O Sat Feb 4 16:09: : Experiment started

15 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 4 H 8 O

16 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 5 H 10 O 2 Sat Feb 4 16:13: : Experiment started

17 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 6 H 12 O Sat Feb 4 16:17: : Experiment started Plotname: 3-Methyl-2-pentanone_PROTON_01_plot02

18 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 6 H 12 O 2 Sat Feb 4 16:21: : Experiment started

19 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 7 H 7 Br. Isomers of Bromotoluene

20 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 10 H 12 O Carbon NMR Spectra: Decoupled, Coupled, DEPT 135 Decou/tol 22O 2OO tlo 160 lao o ao l F butrkd 22O zoo llo 160 1lo.120 loo!o 'a lo 20 0 F 0af+ 135

21 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems Carbon NMR Spectra Problems. rj tt, ',n, (a) ( -.IL -,U 17{ ttft I (d't Y': I { c ), 1 ' l l ll ("1 ll,,, ll cdc,j :l (c) Crr Hes tly? ( o ) l l l tl lt *t',' TMS -L 200 rgo 1Bo lz0 160 r50 r4o r3o 1zo r1o roo ao-5ffi d T; qlls0 q tr l" I -t_ zla t llo too. 90. d,{ptm) 40

22 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems Carbon NMR Spectra Problems. r l i i i l i l l i ' l i l l l i A, CsHuCl It + ll ' tl tl tl tl lt il cdcr3 lt * i f I { ;t T I r!! f I r90 r80 r t I ' r(ptt) { l i B, %H&Ct q l9o t8o 17o I5O r50 l4o 13o 12O Uq loo. 90 ' da/lputtl r90 t80 r70 t60 I50

23 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems Carbon NMR Spectra Problems. o

24 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems Carbon NMR Spectra Problems. C,o{,+ Carlon 13 l{xh J-f,J"$rffim

25 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems Carbon NMR: 2D Carbon-Hydrogen (HSQC) and 2D Hydrogen-Hydrogen (COSY) spectra. C 7 H 14 O F1 () Fri Feb 4 23:54: : Experiment started Fri Feb 4 23:58: : Acquisition complete F1 () Plotname: 2-Heptanone_gCOSY_01_plot02 F2 ()

26 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems Carbon NMR: 2D Carbon-Hydrogen (HSQC) and 2D Hydrogen-Hydrogen (COSY) spectra. C 5 H 10 O F1 () Fri Feb 4 21:37: : Experiment started F2 () Fri Feb 4 21:38: : Acquisition complete F1 () Plotname: 2-Pentanone_gCOSY_01_plot02 F2 ()

27 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 5 H 10 O 2 c5h1602 \

28 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 8 H 10 O 2 Sat Feb 4 16:25: : Experiment started Plotname: 4-Methoxybenzyl_alcohol_PROTON_01_plot02

29 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 5 H 10 O 3 c5hi603

30 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 5 H 10 O 2 Sat Feb 4 16:29: : Experiment started Plotname: ethyl_propionate_proton_01_plot

31 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 9 H 10 O Sat Feb 4 16:33: : Experiment started

32 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 6 H 12 O 2 Sat Feb 4 17:52: : Experiment started Plotname: Ethyl_Butyrate_PROTON_01_plot02

33 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 6 H 12 O 2 Sat Feb 4 16:45: : Experiment started Plotname: Butyl_Acetate_PROTON_01_plot02

34 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 9 H 10 O Sat Feb 4 16:49: : Experiment started Plotname: 4-Methylacetophenone_PROTON_01_plot02

35 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 9 H 10 O Sat Feb 4 16:53: : Experiment started Plotname: Propiophenone_PROTON_01_plot02

36 36. C 11 H 16 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems ci t llio

37 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 6 H 12 O 2 c6h12o2

38 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 6 H 12 O Sat Feb 4 16:17: : Experiment started Plotname: 3-Methyl-2-pentanone_PROTON_01_plot02

39 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 4 H 10 O Sat Feb 4 17:09: : Experiment started Plotname: 1-butanol_PROTON_01_plot02

40 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 10 H 12 O Sat Feb 4 17:13: : Experiment started Plotname: Butyrophenone_PROTON_01_plot02

41 o Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 8 H 8 Br 2 CBHgB12

42 Chem 342 Jasperse Ch. 13 Notes. Spectroscopy Practice Problems C 13 H 18 O 2 ci3h igo2

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