IR spectra exercises solution

Below is a table of some typical covalent bonds and their characteristic wavenumber at which energy is absorbed.

Bond type
Type of molecule found in.
Wavenumber
C-O
Alcohols and esters
1000-1300
C=O
Carboxylic acids and esters
1680-1750
C=C
Alkenes
1600-1700
C-H
Alkanes
2850-3100
C-H
Alkenes
3000-3100
O-H
Carboxylic acids
2500-3300
O-H
Alcohols
3200-3600

Consider the IR spectrum on the right. Taking the wavenumbers above into account, discuss if this spectrum belongs to an alcohol or a carboxylic acid.

If it was a carboxylic acid we should see troughs at the wavenumber :
- 1680-1750 corresponding to the C=O bond;.
- 2500-3300 corresponding to the O-H bond;
- 1000-1300 corresponding to the C-O bond.
We certainly see troughs corresponding to the C-O and O-H bonds but not the C=O. We therefore assume we have an alcohol rather than a carboxylic acid.

Should the trough at 3400 or 2950 be used to determine if the compound is an alcohol or an acid? Discuss.

No the trough at 2950 is due to the C-H bond which is present in both alcohols and acids as is the O-H bond represented by the trough at wavenumber 3400.