Numbers separated by dashes are ranges; when two numbers are separated by a comma, both absorptions are expected. Individual numbers not components of a range should be considered ± 5 cm-1.
Intensity of absorptions (relative height of peak) is keyed by letter: s = strong; m = medium; w = weak; v = very; br = broad.
| Compound Class | Structure | n, cm-1 | Intensity | Assignment |
|---|---|---|---|---|
| Alkanes | RCH2CH3 | 2850-3000 1450-1470 1370-1380 720-725 |
s s s m |
CH stretch CH2 and CH3 bending modes |
| Alkenes | RCH=CH2 | 3040-3140 1655 910, 990 |
m m s |
=C-H stretch C=C stretch =CH out of plane |
| R2C=CH2 | 3080-3140 1650 890 |
s m s |
=C-H stretch C=C stretch =CH out of plane |
|
| Z- RCH=CHR | 3020 1660 675-725 |
w w m |
=C-H stretch C=C stretch =CH out of plane |
|
| (a) 3-ring | 1641 | w | C=C stretch | |
| (b) 4-ring | 1566 | w | " | |
| (c) 5-ring | 1611 | w | " | |
| (d) 6-ring | 1649 | w | " | |
| (e) 7-ring | 1651 | w | " | |
| (f) 8-ring | 1653 | w | " | |
| E- RCH=CHR | 3020 1675 970 |
w w s |
=C-H stretch C=C stretch=CH out of plane |
|
| R2C=CHR | 3020 1670 790-840 |
w w s |
=C-H stretch C=C stretch =CH out of plane |
|
| R2C=CR2 | 1670 | vw to missing | C=C stretch | |
| Alkynes | RCº CH | 3300 2100-2140 600-700 |
s m s |
º
CH stretch CºC stretch ºC-H bend |
| RCº CR | 2190-2260 | vw to missing | Cº C stretch | |
| Alkyl Halides | R-F | 1000-1350 | s | C-F stretch |
| R-Cl | 750-850 | s | C-Cl stretch | |
| R-Br | 500-680 | s | C-Br stretch | |
| R-I | 200-500 | out of range | C-I stretch | |
| Alcohols | RCH2OH | 3400-3600 1050 |
varies s |
OH stretch C-O stretch |
| R2CHOH | 3400-3600 1100 |
varies s |
OH stretch C-O stretch |
|
| R3COH | 3400-3600 | s | OH stretch | |
| Ethers | R-O-R | 1070-1150 | s | C-O stretch |
| Aldehydes | RCHO | 1725 | s | C=O stretch |
| C=CCHO | 1685 | s | C=O stretch | |
| ArCHO | 1700 | s | C=O stretch | |
| All aldehydes | 2720, 2820 (both) | m | CHO out of plane | |
| Ketones | R2CO | 1715 | s | C=O stretch |
| (a) 4-ring | 1780 | " | " | |
| (b) 5-ring | 1745 (doublet) | " | " | |
| (c) 6-ring | 1715 | " | " | |
| C=CCOR | 1675 | m | " | |
| ArCOR | 1690 | s | " | |
| Carboxylic Acids | RCO2H | 3400 1760 2800-3400 1710 |
s s s (broad) s |
monomer OH monomer C=O dimer OH dimer C=O |
| C=CCO2H | 3400 1720 2800-3400 1690 |
s s s (broad) s |
monomer OH monomer C=O dimer OH dimer C=O |
|
| RCO2- | 1550-1610 1400 |
>m " |
C-O stretch " |
|
| Esters | RCO2R' | 1735 | s | C=O stretch |
| (a) 5-ring | 1770 | s | " | |
| (b) 6-ring | 1735 | s | " | |
| C=CCO2R | 1720 | s | " | |
| ArCO2R | 1720 | s | " | |
| Amides | RCONH2 | 3500 1690 3400 1650 1600-1640 |
m s m s s |
NH stretch (free) C=O stretch (free) NH str. (H-bond) C=O str. (H-bond) NH out of plane |
| RCONHR | 3440 1680 3330 1650 1530-1550 |
m s m s m |
NH stretch (free) C=O stretch (free) NH str. (H-bond) C=O str. (H-bond) NH out of plane |
|
| (a) 4-ring | 1745 | s | C=O stretch | |
| (b) 5-ring | 1700 | " | " | |
| (c) 6-ring | 1640 | " | " | |
| RCONR2 | 1650 | m | C=O stretch | |
| Anhydrides | RCO2COR | 1760, 1820 (both) | s | C=O stretch; symm., unsymm. |
| Acid Chloride | RCOCl | 1800 | s | C=O stretch |
| Amines | RNH2 | 3400, 3500 (both) 1560-1640 1030-1230 |
w s m |
NH stretch NH2 in plane bend C-N stretch |
| R2NH | 3310-3350 1030-1230 |
w m |
NH stretch C-N stretch |
|
| Ar2NH | 3450 1250-1360 |
w s |
NH stretch Ar-N stretch |
|
| Benzenes | monosubst. | 730-770 690-710 |
m m |
CH out of plane bending |
| ortho-disub. | 735-770 | m | " | |
| meta-disub. | 750-810 690-710 |
m m |
" | |
| para-disub. | 810-840 | m | " | |
| 1,2,3-trisub. | 760-780 705-745 |
m m |
" | |
| 1,3,5-trisub. | 810-865 675-730 |
m m |
" | |
| 1,2,4-trisub. | 805-825 870-885 |
m m |
" | |
| 1,2,3,4-tetrasub. | 800-810 | m | " | |
| 1,2,4,5-tetrasub. | 855-870 | m | " | |
| 1,2,3,5-tetrasub. | 840-850 | m | " | |
| 1,2,3,4,5-pentasub. | 870 | w | " |
References
1. Bellamy, L. J., "The Infrared Spectra of Complex Molecules", 2nd edition, John Wiley & Sons, New York, 1961.
2. Nakanishi, K. "Infrared Absorption spectroscopy - Practical", Holden-Day, Inc., San Francisco, 1962.