CHM 3122

Assignment 13
Using the 1H and 13C data supplied, provide structures for the following compounds. All spectra are recorded in
CDCl3 unless otherwise noted. When DEPT are not supplied, the off-resonance multiplicities are given on the
13
C spectrum
1. C10H14

ppm

dd

q
q

200

180

160

140

120

100

80

60

40

20

ppm

2. C6H10

ppm

t
t

ds

200

180

160

140

120

100

80

60

40

20

ppm

3. C8H10O

4.9

ppm

4.8

1.5

5
d

4
d

ppm

ppm

200

180

160

140

120

100

80

60

40

20

ppm

4. C10H14

ppm

d d d

200

180

160

140

120

100

80

60

40

20

ppm

5. C5H8O

200

180

160

140

120

100

80

60

40

ppm

20

ppm

160

140
120

7.8

6
7.6

100

7.4

5
7.2
7.0

2638.073
2636.393
2634.483
2632.804

180

2898.234
2897.344
2896.641
2893.710
2893.036

3072.148
3071.322
3070.513

200
80
60

6.8

40

20

ppm

6. C5H4O2

ppm

ppm

200

180

160

140

120

100

80

60

40

20

ppm

7. C9H8O3

7.35

7.30

7.25

7.20

ppm

ppm

55.667

107.395

77.321
77.003
76.685
69.470

126.931
122.970
122.864

138.777

160.489

171.144

dd

sNo text available

s
s
s

200

180

160

140

120

100

80

60

40

20

ppm

8. C8H7Br

7.6

7.5

7.4

7.3

7.2

7.1

7.0 ppm

5.7

5.6

5.5

5.4

ppm

ppm

d
d

138

136

134

132

130

128

126

124

122

120

118

116

114

ppm

9. C10H14N2

ppm

180

160

140

120

100

80

60

40

20

ppm

180

160

140

120

100

80

60

40

20

ppm

10

10. C13H21N3O (HCl salt in D2O)

180

160

140

120

100

80

60

40

ppm

20

ppm

11

180

160

140

120

100

80

60

40

20

ppm

11. C10H10O

3.6

3.4

3.2

3.0

2.8

2.6

ppm

ppm

12

128.246
127.640
126.937
126.874

200

200
180

180
160

160
140

140
120

120
100

100
80

80
60

60

40

40

20

20

ppm

ppm

13

28.177

37.990

44.941

77.320
77.002
76.684

136.571
133.128
128.064
127.458
126.755
126.692

210.552