Characteristic IR Absorption Frequencies of Organic Functional Groups
Functional
Group
Type of
Vibration
Characteristic
Absorptions (cm-1)
Intensity
O-H
(stretch, Hbonded)
3200-3600
strong, broad
O-H
(stretch, free)
3500-3700
strong, sharp
C-O
(stretch)
1050-1150
strong
C-H
stretch
2850-3000
strong
-C-H
bending
1350-1480
variable
=C-H
stretch
3010-3100
medium
=C-H
bending
675-1000
strong
C=C
stretch
1620-1680
variable
C-F
stretch
1000-1400
strong
C-Cl
stretch
600-800
strong
C-Br
stretch
500-600
strong
C-I
stretch
500
strong
stretch
3300
strong,sharp
stretch
2100-2260
variable, not present in symmetrical
alkynes
N-H
stretch
3300-3500
medium (primary amines have two
bands; secondary have one band, often
very weak)
C-N
stretch
1080-1360
medium-weak
N-H
bending
1600
medium
C-H
stretch
3000-3100
medium
C=C
stretch
1400-1600
medium-weak, multiple bands
Alcohol
Alkane
Alkene
Alkyl Halide
Alkyne
C-H
Amine
Aromatic
Analysis of C-H out-of-plane bending can often distinguish substitution patterns
Carbonyl
C=O
Detailed Information on Carbonyl IR
stretch
1670-1820
strong
(conjugation moves absorptions to lower wave numbers)
Ether
C-O
stretch
1000-1300 (1070-
strong
1150)
Nitrile
CN
stretch
2210-2260
medium
stretch
1515-1560 & 13451385
strong, two bands
Nitro
N-O
IR Absorption Frequencies of Functional Groups Containing a Carbonyl (C=O)
Functional
Group
Type of
Vibration
Characteristic Absorptions
(cm-1)
Intensity
stretch
1670-1820
strong
Carbonyl
C=O
(conjugation moves absorptions to lower wave numbers)
Acid
C=O
stretch
1700-1725
strong
O-H
stretch
2500-3300
strong, very broad
C-O
stretch
1210-1320
strong
C=O
stretch
1740-1720
strong
=C-H
stretch
2820-2850 & 2720-2750
medium, two peaks
C=O
stretch
1640-1690
strong
N-H
stretch
3100-3500
unsubstituted have two
bands
N-H
bending
1550-1640
stretch
1800-1830 & 1740-1775
two bands
C=O
stretch
1735-1750
strong
C-O
stretch
1000-1300
two bands or more
stretch
1705-1725
strong
cyclic
stretch
3-membered - 1850
4-membered - 1780
5-membered - 1745
6-membered - 1715
7-membered - 1705
strong
,-unsaturated
stretch
1665-1685
strong
Aldehyde
Amide
Anhydride
C=O
Ester
Ketone
acyclic
aryl ketone
stretch
1680-1700
strong
A good general reference for more detailed information on interpretation of
infrared spectra (as well as other spectroscopic techniques) is Silverstein, R.M.;
Bassler, G.C.; and Morrill, T.C. Spectrometric Identification of Organic
Compounds. 4th ed. New York: John Wiley and Sons, 1981. QD272.S6 S55
A more complete listing of functional group absorption frequencies ma be found
in: Nakanishi, Koji Infrared Absorption Spectroscopy. QD95.N383