Tutorial 10

Combined Questions + DEPT NMR

DEPT NMR
O
1 3 0 .5 6 8 .5
1 0 .2
1 1 5 .0
1 6 7 .0 O
1 2 0 .5
2 2 .7

1 3 0 .5
H 2N 1 5 1 .0
1 1 5 .0
 DEPT-Example
The original
120

115

110
Full Spectrum 1/6
spectrum of isoamyl 105

100

95
23.51

acetate displays only 90

85

six signals due to the 80

75

3 4 5
70

symmetry in the side 65

60

chain 55

50

45
61.63 37.50 25.31 20.98

The carbonyl carbon

40

35

atom at d=172 ppm

30

25

20
2
172.03
15

does not show up in 10

either DEPT
0
130
170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10
120

110

DEPT 135
23.51
100

spectrum because it
90

80

70

60
25.31 20.98
50

is quaternary.
40

30

20

10

- 10

- 20

- 30

DEPT-135, CH and
- 40

- 50

61.63 37.50
- 60

- 70

- 80
170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20
120

CH3 peaks up, CH2

115

110

DEPT 90
105
25.31

100

95

90

peaks inverted
85

80

75

70

65

60

55

50

DEPT-90, CH peaks
45

40

35

30

25

20

15

10

only
5

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

115

110

DEPT 45
105
23.51

100

95

DEPT-45,
90

all
85

80

75

70

65

60

protonated carbons.
55
61.63 37.50 25.31 20.98

50

45

40

35

30

25

20

15

10

0
170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10
C10H14O
C10H14O