220

9.27

1.87

200
180
9.0
HO
12

160
155.52
10
11

8
9

140
136.27
5
7

128.85
122.67

8.5
3
6

120
115.20
2
4

107.34

100
1
OH

78.87

80
78.43
78.00

8.0

60
40.13 39.86

40
39.56
39.29
39.01

20
7.53
7.50
2.00

7.5

0
0.00

-20
7.0

6.91
6.90
6.85
6.85
1.98 2.10

6.82
6.82
 6.90
7.50

9 6

6.91
7.53

11 7 4

6.85
10 5 2
HO 8 3 OH

6.82
6.85

6.82
12 1

2.00 1.98 2.10

7.55 7.50 7.45 7.40 7.35 7.30 7.25 7.20 7.15 7.10 7.05 7.00 6.95 6.90 6.85 6.80 6.75
 10 7
12 8 5

11 6 3 CH3
2
HO 9 4 O
13 1

2.00 4.11 0.78 3.06

7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0

129.56

108.86
129.25

55.25
115.20

104.75
116.22

77.43
77.01
76.59
153.91
158.16

124.37
135.92

160 152 144 136 128 120 112 104 96 88 80 72 64 56

 10 7
12 8 5

11 6 3 CH3
2
HO 9 4 O
13 1

2.00 2.03 1.96

7.70 7.65 7.60 7.55 7.50 7.45 7.40 7.35 7.30 7.25 7.20 7.15 7.10 7.05 7.00 6.95 6.90 6.85 6.80
 ŢINTA

O O

O O

N N
N N

O O
 H1 ' H1

H2 ' H2

RO OH

H 3' H3 Chlorof orm-d

H3, H3' H2, H2‘

7.25
H1, H1' 4J = 2,2 Hz 3J = 8,5 Hz
0.25
3J = 8,5 Hz 4J = 2.5 Hz

7.11
0.20

7.54
7.55
7.80

7.74
7.77
7.82

7.12
Intensity

0.15

7.09
7.24
7.23

7.07
7.21
7.21

7.06
7.08
0.10

0.05

2.02 0.98 1.00 0.95 0.99

7.85 7.80 7.75 7.70 7.65 7.60 7.55 7.50 7.45 7.40 7.35 7.30 7.25 7.20 7.15 7.10 7.05
Chemical Shift (ppm)
 0.45

0.40

7.97
Chloroform-d

7.97

7.25
0.35
8.35

7.95
7.99

7.03
7.01
8.37

0.30

0.25
Intensity

7.11
7.54
0.20

7.55
7.80

7.74
7.77
7.82

7.12
7.09
7.24
0.15

7.23

7.07
7.21
7.21
0.10

0.05

1.95 3.91 2.02 0.98 1.00 0.95 0.99 1.95

8.4 8.3 8.2 8.1 8.0 7.9 7.8 7.7 7.6 7.5 7.4 7.3 7.2 7.1 7.0
Chemical Shift (ppm)
 0.40

7.97
7.97

7.03

7.01
0.30
0.35

8.35

7.95
7.99
8.37
0.30 0.25

0.25
0.20
Intensity

Intensity
0.20
0.15

7.06
0.15
0.10

0.10

0.05
0.05

0
0
0.99 1.95
1.95 3.91

7.05 7.00 6.95

8.40 8.35 8.30 8.25 8.20 8.15 8.10 8.05 8.00 7.95 7.90 Chemical Shif t (ppm)
Chemical Shift (ppm)
 0.13

19 C ! Asimetric !

131.28
0.12

115.00
122.60
125.35
0.11

0.10

0.09

0.08

0.07

129.82
129.40
Intensity

0.06

109.58
118.89

117.32
0.05
154.23

117.77
149.54

0.04

127.18
135.34
147.11
156.06

0.03

130.65
164.96

162.63

0.02

0.01

-0.01

170 165 160 155 150 145 140 135 130 125 120 115 110 105
Chemical Shift (ppm)
 3.39
3.37

5.09
3.33

85
3.0

80
77.53
77.11
76.69

75
72.69

70
C5H12O

65
2.5

60
58.52

55
50
2.0

45
40
35
31.80 1.58
1.56

30
2.09

1.53
1.5

1.41
1.38

25
1.36
2.20

1.33

20
19.36

15
13.94
1.0

10
0.95
0.92
0.90
3.00

5
0

3.39

3.37
2.21

3.35

3.33
2.88

3.375 3.350 3.325

 3 2 CH3
1 6
H3C O
5 4
 3.39
C4H10O2

3.54
71.88

4.00 6.10

4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5

59.01
77.66
77.24
76.82

86 84 82 80 78 76 74 72 70 68 66 64 62 60 58 56 54
 O 2 CH3
3 1 6
H3C O
5 4
 1.22
C3H5BrO

1.19
1.24
3.06
3.03 3.01

0.00
3.08

2.01 3.00

3.5 3.0 2.5 2.0 1.5 1.0 0.5 0 -0.5

9.96
46.39
170.45

77.49

76.64
77.06

0.00
170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0
 O
4

1 CH3
2 5
Br
3
 1.28
3.05
3.07
C2H8ClN

1.31
1.26
3.02
3.10
4.84

3.24 2.02 3.00

5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0

14.67
37.75

50 45 40 35 30 25 20 15 10 5
 1
+ -
H3C NH3 Cl
2 3 4
 3.0
2.85

88
2.83 2.81
C4H11N

2.78

1.00
2.76
2.74

80
77.66
77.24
76.82

72
2.5

64
56
1.45

48.54

48
1.40

2.0

40
1.35

1.34
2.07

1.32
32.98
1.30

32
24
23.57
1.5

1.37

16
1.36
10.64
1.34
2.00

1.32

8
1.30 1.32
1.29
1.15
0
1.97

0.00
1.06
1.04
2.96

1.0

0.93
0.91
3.01

0.88
 2 CH3
3
H3C 1
5

NH2
4
 0.91
1.42
1.40
2.04
2.02
4.96
5.02

4.92
5.80

1.03 2.03 2.12 2.00 3.00

5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0
 2.18
C7H11N

3.35
5.75

0.00
2.00 3.04 6.14

6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0 -0.5
104.68

12.50
29.94
127.75

76.65
77.07
77.51

0.00
136 128 120 112 104 96 88 80 72 64 56 48 40 32 24 16 8 0
 CH3
1

N
H3C 2 CH3
7 4 3 5

8 6
 2.19
5.73
5.73
C6H9N

5.73
5.73

0.00
1.82

5.775 5.750 5.725 5.7005.675

0.95 1.91 6.00

8.5 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0
105.75

12.91
126.13

77.09
76.67
77.51

0.00
128 120 112 104 96 88 80 72 64 56 48 40 32 24 16 8 0 -8
 H
N
H3C 3 CH3
7 5 2 1

6 4
 1.14
C3H7NO

1.17
1.12
2.24
2.26
2.21
2.29
6.57

6.24

0.99 1.02 2.08 3.00

6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0

9.71
28.95
177.39

77.66
77.24
76.80

0.00
180 160 140 120 100 80 60 40 20 0
 O
4
1 CH3
5
H2N 2
3