By looking at the H1 NMR spectra, draw the structure for the solid organic unknown compound and explain the process you used to determine the identity of your compound. Show all H atoms and label each equivalent set of atoms as A, B, C etc in the structure. Then, calculate the expected chemical shift for each of the equivalent set of H atoms in the structure. Clearly label your calculations Note: (Clearly list the tables used, base shift values and what correction factors were used.) 97.8047.6467.5537 497Fl: 60.201EX: c:left\HI\ACQ.ppg87.4387.3557.2817.2457.1156.4836.326SW1: 1000PW: 14.4 us5PD: 3.0 secH2 NMR (SolidOF1: 360.3NA: 1unknown)3LB: 0.02PTSId: 8192-0.000wwwV/W/HANNABAY0 PPMUSER: DATE: 01/18/24 (1 The list of all the possible organic compounds are as follows:Cumene, 3-Methy-2-butanone, Phenethyl alcohol, Isopropyl Acetate, Ethel benzoate,3-phenylpropionaldehyde, isobutyl cinnamate, cyclamen aldehyde, Styrallyl acetate, Butylbutyrate, propiophenon, phenylacetylene, Cis-Hexenyl-3-Acetate, Benzyl propionate,3-(p-ethyl-phenyl)-2,2-dimethyl propionaldehyde, 2-methoxy-4-ethyl-phenol, P-ethylphenol,diphenyl amine, 4-phenyl-3-buten-2-one, Diethyl Terphthalate, glutaric acid, cinnamic acid, P-ethylbenzoic acid, Coumarin, vanillin, (2,2,2-trichloro-1-phenylethyl)acetate,4-(p-hydroxyphenyl)-2-butanone, 2-ethoxy-5-prop-1-enylphenol, t-butyl-phenol, Thymol,Calone, Syringol, Syringaldehyde. Borderline MP unknowns: Styrallyl alcohol,1,1-dimethyl-2-phenethyl acetate! 1,1-dimethyl-2-phenyl ethanol.

Given:1 spectrumA spectroscopic method used to identify the structure of a molecule is known as NMR…

9 7.804 7.646 7.553 F1: 60.201 EX: c: eft HIVACQ.ppg 2004 8 7.497 7.438 7.355 7.281 7.245 7.115 6.483 6.326 7766 9 OF1: 360.3 NA: 1 SWI: 1000 PW: 14.4 us PD: 3.0 sec H2. NMR / Solid unknown) 3 LB: 0.0 2 PTSID: 8192 -0.000 0 PPM USER: DATE: 01/18/24 (17:17)

9 7.804 7.646 7.553 F1: 60.201 EX: c: eft HIVACQ.ppg 2004 8 7.497 7.438 7.355 7.281 7.245 7.115 6.483 6.326 7766 9 OF1: 360.3 NA: 1 SWI: 1000 PW: 14.4 us PD: 3.0 sec H2. NMR / Solid unknown) 3 LB: 0.0 2 PTSID: 8192 -0.000 0 PPM USER: DATE: 01/18/24 (17:17)

Chemistry for Engineering Students

3rd Edition

ISBN:9781285199023

Author:Lawrence S. Brown, Tom Holme

Publisher:Lawrence S. Brown, Tom Holme

Chapter5: Gases

Section: Chapter Questions

Problem 5.23PAE

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Question

By looking at the H1 NMR spectra, draw the structure for the solid organic unknown compound and explain the process you used to determine the identity of your compound. Show all H atoms and label each equivalent set of atoms as A, B, C etc in the structure. Then, calculate the expected chemical shift for each of the equivalent set of H atoms in the structure. Clearly label your calculations

Note: (Clearly list the tables used, base shift values and what correction factors were used.)

9
7.804
7.646
7.553
7 497
Fl: 60.201
EX: c:left\HI\ACQ.ppg
8
7.438
7.355
7.281
7.245
7.115
6.483
6.326
SW1: 1000
PW: 14.4 us
5
PD: 3.0 sec
H2 NMR (Solid
OF1: 360.3
NA: 1
unknown)
3
LB: 0.0
2
PTSId: 8192
-0.000
wwwV/W/HANNABAY
0 PPM
USER: DATE: 01/18/24 (1

The list of all the possible organic compounds are as follows:
Cumene, 3-Methy-2-butanone, Phenethyl alcohol, Isopropyl Acetate, Ethel benzoate,
3-phenylpropionaldehyde, isobutyl cinnamate, cyclamen aldehyde, Styrallyl acetate, Butyl
butyrate, propiophenon, phenylacetylene, Cis-Hexenyl-3-Acetate, Benzyl propionate,
3-(p-ethyl-phenyl)-2,2-dimethyl propionaldehyde, 2-methoxy-4-ethyl-phenol, P-ethylphenol,
diphenyl amine, 4-phenyl-3-buten-2-one, Diethyl Terphthalate, glutaric acid, cinnamic acid, P-
ethylbenzoic acid, Coumarin, vanillin, (2,2,2-trichloro-1-phenylethyl)acetate,
4-(p-hydroxyphenyl)-2-butanone, 2-ethoxy-5-prop-1-enylphenol, t-butyl-phenol, Thymol,
Calone, Syringol, Syringaldehyde. Borderline MP unknowns: Styrallyl alcohol,
1,1-dimethyl-2-phenethyl acetate! 1,1-dimethyl-2-phenyl ethanol.

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