All?covalent bonds?act rather like springs, as opposed to rigid bars
Like springs, the bonds can vibrate in a number of different ways
The frequency of vibration occurs in the?infra-red region?of the?electromagnetic spectrum
If an organic molecule is irradiated with?infra-red?energy?that matches the?natural vibration frequency?of its bonds, it absorbs some of that energy and the amplitude of vibration increases
This is known as?resonance
Different modes of vibration in molecules. Each mode has a characteristic frequency of vibration
Infrared (IR) spectroscopy
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 IR radiation and then detects the?intensity?of?IR radiation?absorbed by the molecule
IR?energy?is absorbed only if a molecule has a?permanent dipole?that changes as it vibrates
Symmetrical molecules such as O2?or H2, are therefore?IR inactive
The?resonance frequency?is the specific frequency at which the bonds will vibrate
Rather than displaying frequency, an?IR spectrum?shows a unit called?wavenumber
Wavenumber?is the reciprocal of the?wavelength?and has units of?cm-1
Characteristic absorptions can be matched to specific bonds in molecules
This enables chemists to determine the?functional groups?present
Absorption Range of Bonds
Due to some absorption bands overlapping each other, other analytical techniques such as?mass spectroscopy?should be used alongside?IR spectroscopy?to identify an unknown compound
Interpreting an IR Spectrum
The best way to understand how to interpret an?IR spectrum?is by looking at examples and becoming familiar with the characteristic features of an?IR spectrum
Worked Example
Examine the two spectra shown and determine which one belongs to propan-2-ol and which one belongs to propanone
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.
Fingerprint Region
The region below about 1500 cm-1?is called the?fingerprint region?and is unique to every molecule
It has many peaks that can be difficult to assign
These peaks represent the complex vibrational interactions that occur between different bonds within a molecule
The value of the?fingerprint region?is in being able to compare the?IR spectrum?to a known compund from a database and coming up with an exact match
This is particularly useful, for example, in identifying a specific member of a?homologous series
All members of the series will show the same type of bonds present, but no two molecules will have the same fingerprint region
Exam Tip
Infrared data is found in Section 26 of the IB Chemistry Data Booklet so there is no need to learn specific wavenumber ranges of bonds