1. Advanced Pharmaceutical Analysis H1 NMR Examples
Lecture 5 50
Advanced Pharmaceutical Analysis H1 NMR Examples
P 105
Dr. Baraa Ramzi

2. Example 1
The following compound, with the formula C4H8O, is an ester. Give its structure and assign the chemical shift values.

3. Example 1

4. Example 2
The following compound is a monosubstituted aromatic hydrocarbon with the formula C9H12 , Give its structure and assign the chemical shift values.

5. Example 2

6. Example 3
The following compound is a carboxylic acid that contains a bromine atom: C4H7O2Br. The peak at ppm was moved onto the chart (which runs only from 0 to 8 ppm) for clarity. What is the structure of the compound?

7. Example 3

8. Example 4
The compound that gives the following NMR spectrum has the formula C3H6Br2. Draw the structure.

9. Example 4

10. Example 5
Draw the structure of an ether with formula C5H12O2 that fits the following NMR spectrum:

11. Example 5
THINKING ONLY

12. Example 6
Following are the NMR spectra of three isomeric esters with the formula C7H14O2, all derived from propanoic acid. Provide a structure for each.

13. Example 6 (A)

14. Example 6 (B)

15. Example 6 (C)

16. Example 7
The two isomeric compounds with the formula C3H5ClO2 have NMR spectra shown below , drow their structures.

17. Example 7 (A)

18. Example 7 (B)

19. Example 8
The two isomeric compounds with the formula C10H14 have NMR spectra shown below:

20. Example 8 (A)

21. Example 8 (B)

22. Example 9
The compound with the formula C8H11N has the NMR spectra shown below. The infrared spectrum shows a doublet at about 3350 cm-1.

23. Example 9
IHD=4

24. Example 10
The NMR spectra are shown for two isomeric compounds with formula C10H12O. Their IR shows strong band at 1715cm-1.

25. Example 10 (A)

26. Example 10 (B)

27. Example 11
The NMR spectra are shown in parts a, b, c, and d for four isomeric compounds with formula C10H12O2. Their infrared spectra show strong bands near 1735 cm-1

28. Example 11 (A)

29. Example 11 (B)

30. Example 11 (C)

31. Example 11 (D)

32. Example 12
Along with the following NMR spectrum, this compound, with formula C5H10O2, shows bands at 3450 cm-1 (broad) and 1713 cm-1 (strong) in the infrared spectrum. Draw its structure.

33. Example 12

34. Example 13
The NMR spectrum for an ester with formula C5H6O2 is shown below. The infrared spectrum shows medium-intensity bands at 3270 and 2118 cm-1 . Draw the structure of the compound.

35. Example 13

36. Example 14
The NMR spectrum is shown for a compound with formula C7H12O4. The infrared spectrum has strong absorption at 1740 cm-1 and has several strong bands in the range 1333 to 1035 cm -1. Draw the structure of this compound.

37. Example 14