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1

1. For CNH#O#N# IHD = 2N+2 - (#hydrogens+#halogens) + (#Ns) 

2

You Should Know: 

75  50 

C O   C C

C C

C

0 

50 

100 

150 

200 

40  -5 

sp3

 

90  70 sp 

150  105 

sp2

 

150  120 

aromatic 

210  160 

carbonyl 

60  18 

C N

C O4. Typical 13C chemical shifts

 

2. How to identify symmetry and use it. 

3. Proton Inventory. Identify if any protons are attached to non-carbon atoms by 

Summing the number of C-attached protons and comparing to molecular formula

5. multiplicities 

Carbon NMR essentials

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16.315.8

13.4

25.2

13.9 34.7

22.8

14.1   32.2

23.1

14.132.6

23.2 29.7

32.6

23.2 29.9

propane   butane pentane   hexane

heptane

14.2

octane

32.6

23.2 30.0

14.2

nonane

30.3

32.6

23.2 31.1

decane

30.514.2

25.4

24.5

isobutane

31.1

32.0

isopentane

11.7

22.2

28.0

32.0

isohexane

20.9

22.714.3

28.1

31.7

neopentane

36.9

30.6

2,2-dimethylbutane

29.1

8.9

3-methylpentane

29.5

11.8

11.5

36.9

2,3-dimethylbutane

19.5

34.3

2,2,3-trimethylbutane

27.4

33.138.3

16.1

H3C CH3

5.7

ethane-2.3   methaneCH4

base values

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etc...

10.1

25.2

65.0

46.7

27.3

64.9

27.3

32.0

  69.5

32.0   32.0

OHOH

OH  OH

Alcohols

19.2

30.9

72.6

19.2

OH

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67.4

82.817.4

29.9

21.2

12.9

73.7

76.9

19.6

12.1

1.7

21.6

79.9

12.0

14.4

Alkyne Chemical Shifts

 CHO =O

H

key:

15.2

46.6   35.9

NH

51.7   42.8

62.313.3

21.221.2

N3.06

3.06

N

Amine Chemical Shifts

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 CO2H =O

OH

 CO2Me =O

OMe

key:29.7

174.6

10.0   34.1

15.0NH

O

23.0  171.0

25.9

NH

O

20.5  169.5

32.9

37.9

N

O

129.4

133.0

112.6

132.2

118.6

C   N 19.6

119.318.8

13.0

C   N