IR PROBLEMS 1. The following compounds produced the IR spectra shown. Analyze the spectrum and assign as many peaks as possible in the spectrum. CH3 90 80- 70- 60- 50. 40 30 - 20 - 10+ 1000 500 3000 2500 2000 1500 4000 3500 Wavenumbers (cm-1) % Transmittance

Organic Chemistry
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Author:John E. McMurry
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Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
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IR PROBLEMS
1. The following compounds produced the IR spectra shown. Analyze the spectrum and
assign as many peaks as possible in the spectrum.
CH3
90
80-
70-
60-
50.
40
30 -
20 -
10+
1000
500
3000
2500
2000
1500
4000
3500
Wavenumbers (cm-1)
% Transmittance
Transcribed Image Text:IR PROBLEMS 1. The following compounds produced the IR spectra shown. Analyze the spectrum and assign as many peaks as possible in the spectrum. CH3 90 80- 70- 60- 50. 40 30 - 20 - 10+ 1000 500 3000 2500 2000 1500 4000 3500 Wavenumbers (cm-1) % Transmittance
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Step 1

Solution:

Q.1.

The name of the given compound is acetophenone. The main IR absorption peaks for this compound are shown below ---

i) The carbonyl (C=O) stretching absorption band appeared at around 1730 cm-1.

ii) The aromatic CH or sp2-CH stretching absorption band appeared at around 3040-3010 cm-1.

iii) The sp3-CH stretching frequency peak appeared at around 2950-2910 cm-1.

iv) The sp2 carbon-carbon double bond stretching frequency peak appeared at around 1650 cm-1.

 

Q.2.

The name of the given second compound is benzoic acid. The main IR absorption peaks for this compound are shown below ---

i) The carbonyl (C=O) of carboxylic acid group stretching absorption band appeared at around 1700 cm-1.

ii) The aromatic CH or sp2-CH stretching absorption band appeared at around 3000-2940 cm-1.

iii) The sp2 carbon-carbon double bond stretching frequency peak appeared at around 1600 cm-1.

 

Q.3.

The name of the given third compound is propanamide. The main IR absorption peaks for this compound are shown below ---

i) The carbonyl (C=O) of amide compound stretching absorption band appeared at around 1610-1590 cm-1.

ii) The sp3-CH stretching absorption band appeared at around 3000-2900 cm-1.

iii) The N-H stretching frequency peak appeared at around 3400 cm-1.

iv) The sp3 carbon-carbon double bond stretching frequency peak appeared at around 1210 cm-1.

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