Analysis of Infrared spectroscopy (IR)

Analysis of Infrared spectroscopy

Infrared spectroscopy (IR) is an ideal technique to analyze chemical structural properties of natural materials, since the frequencies of several vibrational modes of organic and inorganic molecules are active in the infrared. This method has become one of the major analytical techniques used because of its quality screening, quickness, and cost of analysis.

Compounds with a dipole moment selectively absorb IR radiation according to their characteristic functional groups—hydroxyl, nitirle, amide, for example. An IR spectrogram plots the absorbance versus the wavelengths ranging from 700 to 400 000 nm and wave numbers from 14 000 to 25 cm−1. As the compounds absorb energy the molecule vibrates more–stretching and bending–depending on its geometry. 

The pattern of the absorption spectrum is like a fingerprint that identifies the molecule, which lends itself to both quantitative and qualitative analysis. The IR absorption frequency depends on the vibrational modes, whereas the intensity depends on: (a) how effectively energy is transferred to the molecule, which depends on the change in the dipole moment that occurs during the molecular vibration, (b) how much is transmitted (or reflected), and (c) the detector.  

 

 

Fig 1. Range of IR spectroscopic stretching bands

 

 

IR SPECTRUM TABLE BY FREQUENCY RANGE

 

 

Frequency RangeAbsorption (cm-1)AppearanceGroupCompound ClassComments
4000-3000 cm-13700-3584medium, sharpO-H stretchingalcoholfree
 3550-3200strong, broadO-H stretchingalcoholintermolecular bonded
 3500mediumN-H stretchingprimary amine 
 3400    
 3400-3300mediumN-H stretchingaliphatic primary amine 
 3330-3250    
 3350-3310mediumN-H stretchingsecondary amine 
 3300-2500strong, broadO-H stretchingcarboxylic acidusually centered on 3000 cm-1
 3200-2700weak, broadO-H stretchingalcoholintramolecular bonded
 3000-2800strong, broadN-H stretchingamine salt 
3000-2500 cm-1     
3000-2500 cm-13333-3267strong, sharpC-H stretchingalkyne 
 3100-3000mediumC-H stretchingalkene 
 3000-2840mediumC-H stretchingalkane 
 2830-2695mediumC-H stretchingaldehydedoublet
 2600-2550weakS-H stretchingthiol 
2400-2000 cm-1     
2400-2000 cm-12349strongO=C=O stretchingcarbon dioxide 
 2275-2250strong, broadN=C=O stretchingisocyanate 
 2260-2222weakCΞN stretchingnitrile 
 2260-2190weakCΞC stretchingalkynedisubstituted
 2175-2140strongS-CΞN stretchingthiocyanate 
 2160-2120strongN=N=N stretchingazide 
 2150 C=C=O stretchingketene 
 2145-2120strongN=C=N stretchingcarbodiimide 
 2140-2100weakCΞC stretchingalkynemonosubstituted
 2140-1990strongN=C=S stretchingisothiocyanate 
 2000-1900mediumC=C=C stretchingallene 
 2000 C=C=N stretchingketenimine 
2000-1650 cm-1     
2000-1650 cm-12000-1650weakC-H bendingaromatic compoundovertone
      
 1870-1540    
 1818strongC=O stretchinganhydride 
 1750    
 1815-1785strongC=O stretchingacid halide 
 1800-1770strongC=O stretchingconjugated acid halide 
 1775strongC=O stretchingconjugated anhydride 
 1720    
 1770-1780strongC=O stretchingvinyl / phenyl ester 
 1760strongC=O stretchingcarboxylic acidmonomer
 1750-1735strongC=O stretchingesters6-membered lactone
 1750-1735strongC=O stretchingδ-lactoneγ: 1770
 1745strongC=O stretchingcyclopentanone 
 1740-1720strongC=O stretchingaldehyde 
 1730-1715strongC=O stretchingα,β-unsaturated esteror formates
 1725-1705strongC=O stretchingaliphatic ketoneor cyclohexanone or cyclopentenone
 1720-1706strongC=O stretchingcarboxylic aciddimer
 1710-1680strongC=O stretchingconjugated aciddimer
 1710-1685strongC=O stretchingconjugated aldehyde 
 1690strongC=O stretchingprimary amidefree (associated: 1650)
 1690-1640mediumC=N stretchingimine / oxime 
 1685-1666strongC=O stretchingconjugated ketone 
 1680strongC=O stretchingsecondary amidefree (associated: 1640)
 1680strongC=O stretchingtertiary amidefree (associated: 1630)
 1650strongC=O stretchingδ-lactamγ: 1750-1700 β: 1760-1730
1670-1600 cm-1     
1670-1600 cm-11678-1668weakC=C stretchingalkenedisubstituted (trans)
 1675-1665weakC=C stretchingalkenetrisubstituted
 1675-1665weakC=C stretchingalkenetetrasubstituted
 1662-1626mediumC=C stretchingalkenedisubstituted (cis)
 1658-1648mediumC=C stretchingalkenevinylidene
 1650-1600mediumC=C stretchingconjugated alkene 
 1650-1580mediumN-H bendingamine 
 1650-1566mediumC=C stretchingcyclic alkene 
 1648-1638strongC=C stretchingalkenemonosubstituted
 1620-1610strongC=C stretchingα,β-unsaturated ketone 
1600-1300 cm-1     
1600-1300 cm-11550-1500strongN-O stretchingnitro compound 
 1372-1290    
 1465mediumC-H bendingalkanemethylene group
 1450mediumC-H bendingalkanemethyl group
 1375    
 1390-1380mediumC-H bendingaldehyde 
 1385-1380mediumC-H bendingalkanegem dimethyl
 1370-1365    
1400-1000 cm-1     
1400-1000 cm-11440-1395mediumO-H bendingcarboxylic acid 
 1420-1330mediumO-H bendingalcohol 
 1415-1380strongS=O stretchingsulfate 
 1200-1185    
 1410-1380strongS=O stretchingsulfonyl chloride 
 1204-1177    
 1400-1000strongC-F stretchingfluoro compound 
 1390-1310mediumO-H bendingphenol 
 1372-1335strongS=O stretchingsulfonate 
 1195-1168    
 1370-1335strongS=O stretchingsulfonamide 
 1170-1155    
 1350-1342strongS=O stretchingsulfonic acidanhydrous
 1165-1150   hydrate: 1230-1120
 1350-1300strongS=O stretchingsulfone 
 1160-1120    
 1342-1266strongC-N stretchingaromatic amine 
 1310-1250strongC-O stretchingaromatic ester 
 1275-1200strongC-O stretchingalkyl aryl ether 
 1075-1020    
 1250-1020mediumC-N stretchingamine 
 1225-1200strongC-O stretchingvinyl ether 
 1075-1020    
 1210-1163strongC-O stretchingester 
 1205-1124strongC-O stretchingtertiary alcohol 
 1150-1085strongC-O stretchingaliphatic ether 
 1124-1087strongC-O stretchingsecondary alcohol 
 1085-1050strongC-O stretchingprimary alcohol 
 1070-1030strongS=O stretchingsulfoxide 
 1050-1040strong, broadCO-O-CO stretchinganhydride 
1000-650 cm-1     
1000-650 cm-1995-985strongC=C bendingalkenemonosubstituted
 915-905    
 980-960strongC=C bendingalkenedisubstituted (trans)
 895-885strongC=C bendingalkenevinylidene
 850-550strongC-Cl stretchinghalo compound 
 840-790mediumC=C bendingalkenetrisubstituted
 730-665strongC=C bendingalkenedisubstituted (cis)
 690-515strongC-Br stretchinghalo compound 
 600-500strongC-I stretchinghalo compound 
900-700 cm-1     
900-700 cm-1880 ± 20strongC-H bending1,2,4-trisubstituted 
 810 ± 20    
 880 ± 20strongC-H bending1,3-disubstituted 
 780 ± 20    
 (700 ± 20)    
 810 ± 20strongC-H bending1,4-disubstituted or 
    1,2,3,4-tetrasubstituted 
 780 ± 20strongC-H bending1,2,3-trisubstituted 
 (700 ± 20)    
 755 ± 20strongC-H bending1,2-disubstituted 
 750 ± 20strongC-H bendingmonosubstituted 
 700 ± 20  benzene derivative 
Table 1

IR TABLE BY COMPOUND CLASS

If you are looking up the absorption of a particular compound class, use this IR spectrum chart. If you already know the frequency, use the IR frequency table above.

 
Compound ClassGroupAbsorption (cm-1)AppearanceComments
acid halideC=O stretching1815-1785strong 
alcoholsO-H stretching3700-3584medium, sharpfree
 O-H stretching3550-3200strong, broadintermolecular bonded
 O-H stretching3200-2700weak, broadintramolecular bonded
 O-H bending1420-1330medium 
aldehydeC-H stretching2830-2695mediumdoublet
 C=O stretching1740-1720strong 
 C-H bending1390-1380medium 
aliphatic etherC-O stretching1150-1085strong 
aliphatic ketoneC=O stretching1725-1705strongor cyclohexanone or cyclopentenone
aliphatic primary amineN-H stretching3400-3300medium 
alkaneC-H stretching3000-2840medium 
 C-H bending1465mediummethylene group
 C-H bending1450mediummethyl group
 C-H bending1385-1380mediumgem dimethyl
 C-H stretching3100-3000medium 
 C=C stretching1678-1668weakdisubstituted (trans)
 C=C stretching1675-1665weaktrisubstituted
 C=C stretching1675-1665weaktetrasubstituted
 C=C stretching1662-1626mediumdisubstituted (cis)
 C=C stretching1658-1648mediumvinylidene
 C=C stretching1648-1638strongmonosubstituted
 C=C bending995-985strongmonosubstituted
 C=C bending980-960strongdisubstituted (trans)
 C=C bending895-885strongvinylidene
 C=C bending840-790mediumtrisubstituted
 C=C bending730-665strongdisubstituted (cis)
alkyl aryl etherC-O stretching1275-1200strong 
alkyneC-H stretching3333-3267strong, sharp 
 CΞC stretching2260-2190weakdisubstituted
 CΞC stretching2140-2100weakmonosubstituted
alleneC=C=C stretching2000-1900medium 
amineN-H bending1650-1580medium 
 C-N stretching1250-1020medium 
amine saltN-H stretching3000-2800strong, broad 
anhydrideC=O stretching1818strong 
 CO-O-CO stretching1050-1040strong, broad 
aromatic amineC-N stretching1342-1266strong 
aromatic compoundC-H bending2000-1650weakovertone
aromatic esterC-O stretching1310-1250strong 
azideN=N=N stretching2160-2120strong 
benzene derivative 700 ± 20  
carbodiimideN=C=N stretching2145-2120strong 
carbon dioxideO=C=O stretching2349strong 
carboxylic acidO-H stretching3300-2500strong, broadusually centered on 3000 cm-1
 C=O stretching1760strongmonomer
 C=O stretching1720-1706strongdimer
 O-H bending1440-1395medium 
conjugated acidC=O stretching1710-1680strongdimer
conjugated acid halideC=O stretching1800-1770strong 
conjugated aldehydeC=O stretching1710-1685strong 
conjugated alkeneC=C stretching1650-1600medium 
conjugated anhydrideC=O stretching1775strong 
conjugated ketoneC=O stretching1685-1666strong 
cyclic alkeneC=C stretching1650-1566medium 
cyclopentanoneC=O stretching1745strong 
esterC-O stretching1210-1163strong 
estersC=O stretching1750-1735strong6-membered lactone
fluoro compoundC-F stretching1400-1000strong 
halo compoundC-Cl stretching850-550strong 
 C-Br stretching690-515strong 
 C-I stretching600-500strong 
imine / oximeC=N stretching1690-1640medium 
isocyanateN=C=O stretching2275-2250strong, broad 
isothiocyanateN=C=S stretching2140-1990strong 
keteneC=C=O stretching2150  
ketenimineC=C=N stretching2000  
monosubstitutedC-H bending750 ± 20strong 
nitrileCΞN stretching2260-2222weak 
nitro compoundN-O stretching1550-1500strong 
none 3330-3250  
none 1870-1540  
none 1750  
none 1720  
none 1372-1290  
none 1375  
none 1370-1365  
none 1200-1185  
none 1204-1177  
none 1195-1168  
none 1170-1155  
none 1165-1150 hydrate: 1230-1120
none 1160-1120  
none 1075-1020  
none 1075-1020  
none 915-905  
none 810 ± 20  
none 780 ± 20  
none (700 ± 20)  
none (700 ± 20)  
phenolO-H bending1390-1310medium 
primary alcoholC-O stretching1085-1050strong 
primary amideC=O stretching1690strongfree (associated: 1650)
 N-H stretching3500medium 
secondary alcoholC-O stretching1124-1087strong 
secondary amideC=O stretching1680strongfree (associated: 1640)
secondary amineN-H stretching3350-3310medium 
sulfateS=O stretching1415-1380strong 
sulfonamideS=O stretching1370-1335strong 
sulfonateS=O stretching1372-1335strong 
sulfoneS=O stretching1350-1300strong 
sulfonic acidS=O stretching1350-1342stronganhydrous
sulfonyl chlorideS=O stretching1410-1380strong 
sulfoxideS=O stretching1070-1030strong 
tertiary alcoholC-O stretching1205-1124strong 
tertiary amideC=O stretching1680strongfree (associated: 1630)
thiocyanateS-CΞN stretching2175-2140strong 
thiolS-H stretching2600-2550weak 
vinyl / phenyl esterC=O stretching1770-1780strong 
vinyl etherC-O stretching1225-1200strong 
α,β-unsaturated esterC=O stretching1730-1715strongor formates
α,β-unsaturated ketoneC=C stretching1620-1610strong 
δ-lactamC=O stretching1650strongγ: 1750-1700 β: 1760-1730
δ-lactoneC=O stretching1750-1735strongγ: 1770
1,2,3,4-tetrasubstituted    
1,2,3-trisubstitutedC-H bending780 ± 20strong 
 C-H bending880 ± 20strong 
1,2-disubstitutedC-H bending755 ± 20strong 
 C-H bending880 ± 20strong 
1,4-disubstituted orC-H bending810 ± 20strong 
Table 2
Analysis of Infrared spectroscopy (IR)