Use the HNMR spectra shown here to determine the structural formula for the unknown cited below. Begin by calculating the degree of unsaturation for the compound. This will help you determine the total number of pi bonds plus rings that are possible for the structure. The table of chemical shift values are provided.

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Use the HNMR spectra shown here to determine the structural formula for the unknown cited below. Begin by calculating the degree of unsaturation for the compound. This will help you determine the total number of pi bonds plus rings that are possible for the structure. The table of chemical shift values are provided.
Approximate Values of Chemical Shifts for 'H NMR
The Characteristic Values of Chemical Shif
Table 14.1
Approximate
chemical shift
Type of proton
Approximate
chemical shift
(ppm)
(ppm)
Type of proton
-CH3
0.85
I-C-H
2.5-4
-CH-
1.20
Br-C-H
2.5-4
-CH-
1.55
Cl-C-H
3-4
-C=C-CH3
1.7
F-C-H
4-4.5
e
-C-CH3
2.1
R-NH2
Variable, 1.5-4
R-OH
Variable, 2-5
CH3
2.3
om
OH
Variable, 4-7
-C=C-H
2.4
-H-
6.5-8
R-0-CH3
3.3
-H-
9.0-10
R-C=CH2
Lon
4.7
Variable, 10-12
R.
C-OH
R-C=C-H
5.3
Variable, 5-8
R R
C-NH
CH-
methine
-CH-
methylen
in Table
-CH
methyl
spectrum
Protons
the kinds
ltached to one carbon) in a similar
four l
Transcribed Image Text:Approximate Values of Chemical Shifts for 'H NMR The Characteristic Values of Chemical Shif Table 14.1 Approximate chemical shift Type of proton Approximate chemical shift (ppm) (ppm) Type of proton -CH3 0.85 I-C-H 2.5-4 -CH- 1.20 Br-C-H 2.5-4 -CH- 1.55 Cl-C-H 3-4 -C=C-CH3 1.7 F-C-H 4-4.5 e -C-CH3 2.1 R-NH2 Variable, 1.5-4 R-OH Variable, 2-5 CH3 2.3 om OH Variable, 4-7 -C=C-H 2.4 -H- 6.5-8 R-0-CH3 3.3 -H- 9.0-10 R-C=CH2 Lon 4.7 Variable, 10-12 R. C-OH R-C=C-H 5.3 Variable, 5-8 R R C-NH CH- methine -CH- methylen in Table -CH methyl spectrum Protons the kinds ltached to one carbon) in a similar four l
Structure D Chemical Formula: C,H3O2
T
M
S
12
10
4
2
PPM
Transcribed Image Text:Structure D Chemical Formula: C,H3O2 T M S 12 10 4 2 PPM
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