Edexcel AS Chemistry

Revision Notes

3.6.2 Infrared (IR) Spectroscopy

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Interpreting an IR Spectrum

  • Infrared (IR) spectroscopy is a technique used to identify compounds based on changes in vibrations of atoms when they absorb IR of certain frequencies
  • A spectrophotometer irradiates the sample with electromagnetic waves in the infrared region and then detects the intensity of the wavelength of IR radiation which goes through the sample
  • All organic molecules absorb IR radiation and depending on which energies of radiation are absorbed, bonds between atoms will vibrate by stretching, bending and twisting
  • The molecules will only vibrate at a specific frequency
  • The resonance frequency is the specific frequency at which the molecules will vibrate to stimulate larger vibrations
  • Depending on the rest of the molecule, each vibration will absorb specific wavelengths of IR radiation which are also shown as the reciprocal of the wavelength
    • This unit is called the wavenumber (cm-1)

  • Particular absorbance have characteristic widths (broad or sharp) and intensities (strong or weak)
    • For example, hydrogen bonds cause the O-H bonds in alcohols and carboxylic acids to be broad whereas the C-O bond in carbonyl (C=O) groups have a strong, sharp absorbance peak

  • The energies absorbed by different functional groups are given as a range and an unknown compound can be identified by comparing its IR spectrum to the IR spectrum of a known compound

Bond Functional groups containing the bond Characteristic infrared absorption range
Wavenumber (cm-1)
C–H
(stretching)
Alkane
Alkene
Alkyne
Arene
Aldehyde
2962 - 2853
3095 - 3010
3300
3030
2900-2820 and 2775 - 2700
C–H
(bending)
Alkane
Arene (5 adjacent H)
Arene (4 adjacent H)
Arene (3 adjacent H)
Arene (2 adjacent H)
Arene (1 adjacent H)
1485 - 1365
750 and 700
750
780
830
880
N–H
(stretching)
Amine
Amide
3500 - 3300
3500 - 3140
O–H
(stretching)
Alcohols and phenols
Carboxylic acids
3750 - 3200
3300 - 2500
C=C
(stretching)
Isolated alkene
Arene
1669 - 1645
1600, 1580, 1500, 1450
C=O
(stretching)
Aldehydes, saturated alkyl
Ketones, alkyl
Ketones, aryl
Carboxylic acids, alkyl
Carboxylic acids, aryl
Carboxylic acids, anhydrides
Acyl halides, chlorides
Acyl halides, bromides
Esters, saturated
Amides
1740 - 1720
1720 - 1700
1700 - 1680
1725 - 1700
1700 - 1680
1850 - 1800 and 1790 - 1740
1795
1810
1750 - 1735
1700 - 1630
Cidentical toN
(stretching)
Nitrile 2260 - 2215
Cidentical toC
(stretching)
Alkyne 2260 - 2100

Worked example

Analysing IR Spectra

Look at the two infrared spectra below and determine which one corresponds to propanone and which one to propan-2-olAnalytical Techniques Question Worked Example - Analysing IR Spectra, downloadable AS & A Level Chemistry revision notes

Answer

    • IR spectrum A is propanone and spectrum B is propan-2-ol.
    • In IR spectrum A the presence of a strong, sharp absorption around 1710 cm-1 corresponds to the characteristic C=O, carbonyl, group in a ketone.
    • In spectrum B the presence of a strong, broad absorption around 3200-3500 cm-1 suggests that there is an alcohol group present, which corresponds to the -OH group in propan-2-ol.

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