Q4: The proton NMR spectrum of a compound with formula C8H14O2 is shown. The DEPT experimental results are tabulated. The infrared spectrum shows medium-sized bands at 3055, 2960, 2875, and 1660 cm-1 and strong bands at 1725 and 1185 cm-1. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 10.53 ppm Positive No peak 12.03 Positive No peak No peak No peak No peak 14.30 Positive 22.14 Negative 65.98 Negative 128.83 No peak No peak 136.73 Positive Positive 168.16 No peak No peak (C=0) 0.97 2.05 7.92 2.96 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Q4: The proton NMR spectrum of a compound with formula C8H14O2 is shown. The DEPT experimental results
are tabulated. The infrared spectrum shows medium-sized bands at 3055, 2960, 2875, and 1660 cm-1 and
strong bands at 1725 and 1185 cm-1. Draw the structure of this compound.
Normal Carbon
DEPT-135
DEPT-90
10.53 ppm
Positive
No peak
Positive
No peak
No peak
No peak
12.03
14.30
Positive
22.14
Negative
No peak
No peak
65.98
Negative
128.83
No peak
136.73
Positive
Positive
168.16
No peak
No peak (C=0)
0.97
2.05
7.92
2.96
7.0
6.5
60
5.5
5.0
4.5
4.0
3.5
3.0
2.5
2.0
1.5
1.0
Transcribed Image Text:Q4: The proton NMR spectrum of a compound with formula C8H14O2 is shown. The DEPT experimental results are tabulated. The infrared spectrum shows medium-sized bands at 3055, 2960, 2875, and 1660 cm-1 and strong bands at 1725 and 1185 cm-1. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 10.53 ppm Positive No peak Positive No peak No peak No peak 12.03 14.30 Positive 22.14 Negative No peak No peak 65.98 Negative 128.83 No peak 136.73 Positive Positive 168.16 No peak No peak (C=0) 0.97 2.05 7.92 2.96 7.0 6.5 60 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0
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