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Characteristic Ir Frequencies

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|Characteristic IR Absorption Frequencies of Organic Functional Groups |
| |Type of Vibration |Characteristic Absorptions |Intensity |
|Functional Group | |(cm-1) | |
|Alcohol | |
|O-H |(stretch, H-bonded) |3200-3600 |strong, broad |
|O-H |(stretch, free) |3500-3700 |strong, sharp |
|C-O |(stretch) |1050-1150 |strong |
|Alkane | |
|C-H |stretch |2850-3000 |strong |
|-C-H |bending |1350-1480 |variable |
|Alkene | |
|=C-H |stretch |3010-3100 |medium |
|=C-H |bending |675-1000 |strong |
|C=C |stretch |1620-1680 |variable |
|Alkyl Halide | |
|C-F |stretch |1000-1400 |strong |
|C-Cl |stretch |600-800 |strong |
|C-Br |stretch |500-600 |strong |
|C-I |stretch |500 |strong |
|Alkyne | |
|C-H |stretch |3300 |strong,sharp |
|[pic] |stretch |2100-2260 |variable, not present in symmetrical alkynes |
|Amine | |
|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 |
|Aromatic | |
|C-H |stretch |3000-3100 |medium |
|C=C |stretch |1400-1600 |medium-weak, multiple bands |
|Analysis of C-H out-of-plane bending can often distinguish substitution patterns |
|Carbonyl |Detailed Information on Carbonyl IR |
|C=O |stretch |1670-1820 |strong |
|(conjugation moves absorptions to lower wave numbers) |
|Ether | |
|C-O |stretch |1000-1300 (1070-1150) |strong |
|Nitrile | |
|CN |stretch |2210-2260 |medium |
|Nitro | |
|N-O |stretch |1515-1560 & 1345-1385 |strong, two bands |

|IR Absorption Frequencies of Functional Groups Containing a Carbonyl (C=O) |
|Functional Group |Type of Vibration |Characteristic Absorptions (cm-1) |Intensity |
|Carbonyl | |
|C=O |stretch |1670-1820 |strong |
|(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 |
|Aldehyde | |
|C=O |stretch |1740-1720 |strong |
|=C-H |stretch |2820-2850 & 2720-2750 |medium, two peaks |
|Amide | |
|C=O |stretch |1640-1690 |strong |
|N-H |stretch |3100-3500 |unsubstituted have two bands |
|N-H |bending |1550-1640 | |
|Anhydride | |
|C=O |stretch |1800-1830 & 1740-1775 |two bands |
|Ester | |
|C=O |stretch |1735-1750 |strong |
|C-O |stretch |1000-1300 |two bands or more |
|Ketone | |
|acyclic |stretch |1705-1725 |strong |
|cyclic |stretch |3-membered - 1850 |strong |
| | |4-membered - 1780 | |
| | |5-membered - 1745 | |
| | |6-membered - 1715 | |
| | |7-membered - 1705 | |
|α,β-unsaturated |stretch |1665-1685 |strong |
|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

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