A compound has the molecular formula C8H10O₂. Propose a structure based on the following spectral data. Give a detailed rationale. IR 100- transmittance ¹H NMR 50 3000 2000 1500 Wavenumber / cm 13C NMR 1000 500

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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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4. A compound has the molecular formula C8H10O2. Propose a structure based on the following
spectral data. Give a detailed rationale.
IR 100-
transmittance
¹H NMR
11 10
50-
9
0
8
solvent
peak
7
6
3000
5
ppm
4
3
2000
1500
Wavenumber /cm¹¹
2
1
0
13C NMR
200
180
1000
T
160
140
120
500
100
80
T
60
T
40
20
0
Transcribed Image Text:4. A compound has the molecular formula C8H10O2. Propose a structure based on the following spectral data. Give a detailed rationale. IR 100- transmittance ¹H NMR 11 10 50- 9 0 8 solvent peak 7 6 3000 5 ppm 4 3 2000 1500 Wavenumber /cm¹¹ 2 1 0 13C NMR 200 180 1000 T 160 140 120 500 100 80 T 60 T 40 20 0
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