Answered: (a) Compound A has molecular formula…

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

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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(a) Compound A has molecular formula C₅H₁₀O. It shows three signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.1 ppm, a singlet of integral 3 at 2.14 ppm, and a quintet of integral 1 at 2.58 ppm. Suggest a structure for A and explain your reasoning.

(b) Compound B has molecular formula C₈H₆O₂. The IR, ¹H-NMR, and ¹³C-NMR spectra are shown below, they are also downloadable for closer inspection by clicking the link under the spectral data. Suggest a structure for B and explain your reasoning.

(c) Compound C has molecular formula C₅H₈O. The IR, mass, ¹H-NMR, and ¹³C-NMR spectra are shown below, they are also downloadable for closer inspection by clicking the link under the spectral data. Suggest a structure for C and explain your reasoning.

20-
3500
3000
2500
2000
1500
1000
Wavenumber (cm-1)
19.4
65.7
22,7
144.0
COMPOUND C
100.7
13C-NMR spectrum
zdo Tdu
to
2H
COMPOUNDC
1H-NMR spectrum
4H
1H
1H
to
100
90
80-
COMPOUND C
70-
Mass spectrum
60-
50
83
40-
30-
20-
69
10-
27
41
15
04
10
15
20 25
30
35
40
45
50
55
60
65
70
75
80
85
90
MIZ
1238
-1644

50-
40-
30-
20-
COMPOUNDB
IR spectrum
10-
3500
3000
2500
2000
1500
1000
Wavenumber (cm-1)
|130.0
COMPOUND B
13C-NMR spectrum
191.4
139.9
zdo
to
COMPOUND B
1H-NMR spectrum
100-
80-
COMPOUND C
60-
IR spectrum
40-
20-
3500
3000
2500
2000
1500
1000
Wavenumber (cm-1)
Transmittance
Transmittance
1450

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