Determine the identity of the Unknown B compound given the IR spectrum, H NMR spectrum, and observed experimental melting point. Label the absorptions for the IR spectrum and label & match the protons of the structure you identify to the signals on the H NMR spectrum. The observed melting point in the experiment: ~47.5-54 degrees celsius. Attached is a list of possible compounds based on m.p. from appendix to help narrow the possibilities. If you could please help me with this problem as I am having a lot of trouble with this question, I would really appreciate it.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Determine the identity of the Unknown B compound given the IR spectrum, H NMR spectrum, and observed experimental melting point.

Label the absorptions for the IR spectrum and label & match the protons of the structure you identify to the signals on the H NMR spectrum.

The observed melting point in the experiment: ~47.5-54 degrees celsius.

Attached is a list of possible compounds based on m.p. from appendix to help narrow the possibilities. If you could please help me with this problem as I am having a lot of trouble with this question, I would really appreciate it.

 

4-Chlorobenzaldehyde: 48 degrees
Benzophenone: 48 degrees
4-Bromoacetophenone : 51 degrees
3,4-Dimethoxyacetophenone: 51 degrees
2-Acetonaphthone: 53 degrees
3-Phenylpropanoic acid: 48 degrees
Bromoacetic acid: 50 degrees
4-Phenylbutanoic acid: 52 degrees
Tetradecanoic acid 54 degrees
3-Phenylpropanoic acid: 48 degrees
Bromoacetic acid: 50 degrees
4-Phenylbutanoic acid: 52 degrees
Tetradecanoic acid: 54 degrees
4-Ethylphenol: 45 degrees
2-Nitrophenol: 45 degrees
2-Isopropyl-5-methylphenol: 51 degrees
4-Methoxyphenol: 56 degrees
2-Ethylaniline: 47 degrees
2,5-Dichloroaniline: 50 degrees
Indole: 52 degrees
Diphenylamine: 52 degrees
1-Hexadecanol: 49 degrees
2,2-Dimethyl-1-propanol: 56 degrees
Transcribed Image Text:4-Chlorobenzaldehyde: 48 degrees Benzophenone: 48 degrees 4-Bromoacetophenone : 51 degrees 3,4-Dimethoxyacetophenone: 51 degrees 2-Acetonaphthone: 53 degrees 3-Phenylpropanoic acid: 48 degrees Bromoacetic acid: 50 degrees 4-Phenylbutanoic acid: 52 degrees Tetradecanoic acid 54 degrees 3-Phenylpropanoic acid: 48 degrees Bromoacetic acid: 50 degrees 4-Phenylbutanoic acid: 52 degrees Tetradecanoic acid: 54 degrees 4-Ethylphenol: 45 degrees 2-Nitrophenol: 45 degrees 2-Isopropyl-5-methylphenol: 51 degrees 4-Methoxyphenol: 56 degrees 2-Ethylaniline: 47 degrees 2,5-Dichloroaniline: 50 degrees Indole: 52 degrees Diphenylamine: 52 degrees 1-Hexadecanol: 49 degrees 2,2-Dimethyl-1-propanol: 56 degrees
Unknown B
IR Spectrum:
Unknown B
90 -
80
70
60
50
40
30
20
10
0-
4000
3500
3000
2500
2000
1500
1000
500
Wavenumbers (cm-1)
Η ΝMR Spectrum:
11
10
% Transmittance
3405.29 3381.26
3039.94
1581.82
1512.23 1492.25 1457.30
1417.22
1306.50
1242.21 1219.91
1171.33 1157.72 1148.16
1084.20 1073.00
1022.49
992.66
875.06
740.81
686.88
641.83
612.99
504.81 S
L6 L99
Transcribed Image Text:Unknown B IR Spectrum: Unknown B 90 - 80 70 60 50 40 30 20 10 0- 4000 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1) Η ΝMR Spectrum: 11 10 % Transmittance 3405.29 3381.26 3039.94 1581.82 1512.23 1492.25 1457.30 1417.22 1306.50 1242.21 1219.91 1171.33 1157.72 1148.16 1084.20 1073.00 1022.49 992.66 875.06 740.81 686.88 641.83 612.99 504.81 S L6 L99
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