David Moore

Dry Lab 8 Name_____________________________________________________

IR Spectroscopy

10 points possible

This assignment will require you to analyze IR spectra and match them with possible organic compounds. For each of
the ten spectra you should determine which peaks are the most important for identification purposes, what their
wavenumber values are, and what specific bonds and/or functional groups they indicate. Record those in the spaces
under each spectrum. You don’t have to use each space. Then, from the list of possible compounds, identify what
compound is responsible for each spectrum. Realize that these are all of real samples and there may be impurities
present that cause weak peaks which would not normally be caused by the compound.

The following list are the possible compounds. Not all of them will be used in your answers.

1-hexyne 3-methylbutanal acetophenone benzamide p-toluidine

Butanal 2-butanone cinnamic acid cyclohexene

Cyclopentanol ethyl 2-methylbutanoate hexanoic acid N,N-dimethylbenzamide

N-methylaniline octanenitrile p-xylene m-xylene

Spectrum 1

Important Peaks: Wavenumbers:______________________

2985 sp3 hydrocarbon
Functional groups/bonds:__________________________
1725 aldehyde
_______________________ _________________________

_______________________ _________________________

_______________________ _________________________
butanal
Name of compound: _________________________________________________
Spectrum 2

3300
Important Peaks: Wavenumbers:______________________ amine
Functional groups/bonds:__________________________
2100
_______________________ isocyanide
_________________________
3000 sp3 hydrogen bonds
_______________________ _________________________

_______________________ _________________________
N-methylaniline
Name of compound: _________________________________________________

Spectrum 3

2225
Important Peaks: Wavenumbers:______________________ nitrile
Functional groups/bonds:__________________________
3000
_______________________ sp3 hydrogen bonds
_________________________

_______________________ _________________________

_______________________ _________________________
octanenitrile
Name of compound: _________________________________________________
Spectrum 4

1745 ester
Important Peaks: Wavenumbers:______________________ Functional groups/bonds:__________________________
3000
_______________________ sp3 hydrogen bonds
_________________________

_______________________ _________________________

_______________________ _________________________
ethyl 2-methylbutanoate
Name of compound: _________________________________________________

Spectrum 5

3175 sp2 hydrocarbon

Important Peaks: Wavenumbers:______________________ Functional groups/bonds:__________________________
3360
_______________________ amine
_________________________
1580
_______________________ aromatic c=c
_________________________
1640
_______________________ ketone
_________________________
N,N-dimethylbenzamide
Name of compound: _________________________________________________
Spectrum 6

3350
Important Peaks: Wavenumbers:______________________ alcohol
Functional groups/bonds:__________________________
3000
_______________________ sp3 hydrocarbon
_________________________

_______________________ _________________________

_______________________ _________________________
cyclopentanol
Name of compound: _________________________________________________

Spectrum 7

2720 alcohol
Important Peaks: Wavenumbers:______________________ Functional groups/bonds:__________________________
1710
_______________________ carboxylic acid
_________________________

_______________________ _________________________

_______________________ _________________________
hexanoic acid
Name of compound: _________________________________________________
Spectrum 8

1500 arommatic c=c

Important Peaks: Wavenumbers:______________________ Functional groups/bonds:__________________________
1610
_______________________ _________________________
3100 sp2 hydrocarbon
_______________________ _________________________

_______________________ _________________________

Name of compound: _________________________________________________

p-xylene

Spectrum 9

3115 sp2 hydrocarbon

Important Peaks: Wavenumbers:______________________ Functional groups/bonds:__________________________

_______________________ _________________________

_______________________ _________________________

_______________________ _________________________
cyclohexanol
Name of compound: _________________________________________________
Spectrum 10

3450
Important Peaks: Wavenumbers:______________________ amine
Functional groups/bonds:__________________________
1605
_______________________ conjugated c=c
_________________________
3100
_______________________ sp2 hydrocarbon
_________________________

_______________________ _________________________

Name of compound: _________________________________________________

p-toluidine