Chemistry 3720R – Quiz 5 - September 29, 2015 - NAME______________
1. (10 pts) Propose a structure for each of the following compounds, based on the spectroscopic data
provided. For full credit, assign as much of the provided spectroscopic data as needed to
unambiguously confirm your proposed structure.
a) C4H9Br: 13C NMR  62.20 (s), 36.31 (q).
120
110
36.23
36.39
100
90
80
70
60
50
40
36.55
30
36.07
62.20
20
10
0
1
60
55
50
45
40
35
b) C4H9Br: H NMR  3.35 (2H, t), 1.77, (2H, quintet), 1.48 (2H, sextet), 0.97 (3H, t).
10
0.97
9
3.35
8
7
6
0.98
0.95
5
3.33
3.37
1.48
4
1.77
1.46
3
1.76
1.79
1.50
2
1.81
1.74
1.51
1
0
1.44
3.5
3.0
2.5
2.0
1.42
1.5
1.0
1