4. What compound is this?
2-Iodopropane

5. What compound is this?

6. What compound is this?

7. 2 1 3 A typical triplet with the peak ratio of 1:2:1
Note that the distance between peaks 1-2 and 2-3 is the same 1 3

8. 2 1 3 Chemical Shift: d = 3.4084 ppm (from center peak of triplet)
d = ( )/2 = ppm (from outside peaks)
Report as d = 3.44 ppm
Coupling Constant:
J = ( )x270 = Hz (distance between peak 1 and 2)
J = ( )x270 = Hz (distance between peak 2 and 3)
J (average) = Hz
In a different way:
J = ( )/2x270 = Hz
Report as J = 6.9 Hz
 3.44 (t, J=6.9 Hz) 2 1 3

9. 3
A typical pentet
Note that the distances between peaks are the same
1-2 = 2-3 = 3-4 = 4-5 4 2 5 1

10. 3 4 2 5 1 Chemical Shift: d = 1.8571 ppm (from center peak of pentet)
= ( )/2 = ppm (peaks 1-5)
d = ( )/2 = ppm (peaks 2-4)
Coupling Constant:
J = ( )x270 = Hz (peaks 1-2)
J = ( )x270 = Hz (peaks 2-3)
J = ( )x270 = Hz (peaks 3-4)
J = ( )x270 = Hz (peaks 4-5)
J (average) = Hz
In a different way:
J = ( )/4x270 = Hz
 1.86 (pent, J=7.1 Hz) 4 2 5 1

11. 4 3
A typical sextet
Note that the distances between peaks are the same
1-2 = 2-3 = 3-4 = 4-5 = 5-6
d = 1.60 (sext, J = 7.4 Hz) 5 2 6 1

12. 4
A typical septet
Note that the distances between peaks are the same
1-2 = 2-3 = 3-4 = 4-5 = 5-6 = 6-7
d = 1.69 (sept, J = 6.7 Hz) 5 3 6 2 7 1

13. Pascal’s triangle
singlet
doublet
triplet
quartet
pentet
sextet
septet
octet
nonet
decet

14. What is this?

15. The coupling constant can be calculated
between peaks 1-2=2-3=3-4=4-5=5-6 or
as a check (1-6)/5 dd
sextet
Intensity ratio = 1:1:1:1
Intensity ratio = 1:5:10:10:5:1

16. What type of splitting is this?

17. What type of splitting is this?
This is a typical dd.
A quartet would have the intensity ratio
1:4:4:1 and the same distance between peaks.
Ideally, the four peaks should have the same
intensity.

18. Chemical Shift and Coupling Calculations
= (p1+p4)/2 = (p2-p3)/2
Jsmall = (p1-p2)x270 = (p3-p4)x270
Jlarge = (p1-p3)x270 = (p2-p4)x270
To check math = (p1-p4)x270 = Jsmall + Jlarge
d = 6.89 (dd, J = 15.8 and 4.3 Hz)

19. What is this?

20. An example of two dd corresponding to two different protons.
1 = ( )/2 = 4.29 ppm
Jsmall = ( )x270 = 3.9 Hz
Jlarge = ( )x270 = 11.9 Hz
2 = ( )/2 = 4.14 ppm
Jsmall = ( )x270 = 5.9 Hz
Jlarge = ( )x270 = 11.9 Hz

21. This can either be two triplet or a doublet of a triplet.
For example, CH2-CH-CH if the coupling constants between CH2-CH and CH-CH
are different.

22. This represents either two separate but overlapping triplets (t) or a doublet of a triplet (dt).
If it is a dt:
Jd = (1-3)x270 = (2-5)x270 = (4-6)x270
Jt = (1-2)x270 = (2-4)x270 = (3-5)x270 = (5-6)x270
d = 2.37 (dt, J = 10.6, 7.2 Hz)

23. What is this?

24. This is either two quartets or a dq

25. This represents either two separate but overlapping quartets (q) or a doublet of a quartet (dq).
If it is a dq:
Jd = (1-4)x270 = (2-6)x270 = (3-7)x270 = (5-8)x270
Jq = (1-2)x270 = (2-3)x270 = (3-5)x270 (for first quartet)
or =(4-6)x270 = (6-7)x270 = (7-8)x270 (for second quartet)
d = 5.66 (dq, J = 16.1, 6.7 Hz)

26. What is this?

27. 1 3 2
Probably a ddd
= (1+8)/2 = or ……
Jsmall = (1-2)x270 = or ……
Jmedium = (1-3)x270 = or ……
Jlarge = (1-5)x270 = or …..
Total distance = (1-8)x270 =
Jsmall + Jmedium + Jlarge 4 5 6 7 8

28. How many lines do you see?

29. Calculations for this ddd
1-2-3-(4+5)-6-7-8
Jlarge = 1-(4+5) = 2-6 = 3-7 = (4+5)-8
Jmiddle= 1-3 = 2-(4+5) = (4+5)-7 = 6-8
Jsmall = 1-2 = 3-(4+5) = (4+5)-6 = 7-8
= 6.05 (ddd, J = 17.3, 10.4, 7.2 Hz)
Check math: 1-8 = 34.9 Hz
J = = 34.9 Hz

30. B + C
B + C
A total of 10 lines is seen. Since this is not a
dquint it must be something else.
There is no other possible combination of splittings that would give a 10 line pattern. Thus, it must be more than 10 but overlapping, perhaps 12 (2x2x3).
This is most likely a ddt D A D C D B A A

31. 5 + 6 7 + 8 11 2 9 10 12 4 3 1 Calculations for this ddt
(5+6)-(7+8)
Jsmall = [1-2 = 2-4]
= [3-(5+6) = (5+6)-(7+8)]
= (5+6)-(7+8) = (7+8)-10]
= 9-11 = 11-12
Jlarge= 1-(5+6) = 2-(7+8) = etc
Jmiddle = 1-3 = 2-(5+6) =etc
= 5.76 (ddt, J = 17.0, 10.1, 6.7 Hz)
Check math: 1-12 = 40.8 Hz
Jtotal = x6.7 = Hz 11 2 9 10 12 4 3 1

32. Integration: : : : : : 0.588

33. Integration: : : : : : 0.588
Equals: 1 : 2.04 : 1 : 0.97 : 1.01 : 1.53

34. Integration: : : : : : 0.588
Equals: 1 : 2.04 : 1 : 0.97 : 1.01 : 1.53
Probably: 2 : 4 : 2 : 2 : 2 : 3

35. Integration: : : : : : 0.588
Equals: 1 : 2.04 : 1 : 0.97 : 1.01 : 1.53
Probably: 2 : 4 : 2 : 2 : 2 : 3
Multiplicities: 2 (t) : 4 (dt or two t) : 2 (pent) : 2 (pent) : 2 (sext) : 3 (t)

36. Integration: : : : : : 0.588
Equals: 1 : 2.04 : 1 : 0.97 : 1.01 : 1.53
Probably: 2 : 4 : 2 : 2 : 2 : 3
Multiplicities: 2 (t) : 4 (dt or two t) : 2 (pent) : 2 (pent) : 2 (sext) : 3 (t)
CH2 : 2 CH : CH2 : CH2 : CH2 : CH3
CH3 + CH

37. Three different signals, a t and
two d.
J1 = 7.7 Hz
J2 = 7.3 Hz
J3 = 7.5 Hz

38. How many different protons?

40. Coupling constants between vicinal aromatic protons can also be slightly different.
d or dd dd
ddd
ddd

41. Interpret the splitting patterns in this spectrum.

42. Interpret the splitting patterns in this spectrum.dd
ddd
Probably a dq
Maybe t dd
Hard to tell maybe ddd