Compound A Molecular formula: IR absorptions at 'H NMR data: C;H,,0 1728, 2791, and 2700 cm1 1.08 (singlet, 9 H) and 9.48 (singlet, 1 H) ppm Compound B Molecular formula: C;H,,0 1718 cm-1 IR absorption at 'H NMR data: 1.10 (doublet, 6 H), 2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm CH120 1686 cm 1.21 (triplet, 3 H), 2.39 (singlet, 3 H), 2.95 (quartet, 2 H), 7.24 (doublet, 2 H), and 7.85 (doublet, 2 H) ppm Compound C Molecular formula: IR absorption at 'H NMR data: C10H120 1719 cm 1.02 (triplet, 3 H), 2.45 (quartet, 2 H), 3.67 (singlet, 2 H), and 7.06–7.48 (multiplet, 5 H) ppm Compound D Molecular formula: IR absorption at 'H NMR data:

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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Use the 1H NMR and IR data to determine the structure of each compound.

Compound A
Molecular formula:
IR absorptions at
'H NMR data:
C;H,,0
1728, 2791, and 2700 cm1
1.08 (singlet, 9 H) and 9.48 (singlet, 1 H) ppm
Compound B
Molecular formula:
C;H,,0
1718 cm-1
IR absorption at
'H NMR data:
1.10 (doublet, 6 H), 2.14 (singlet, 3 H), and
2.58 (septet, 1 H) ppm
CH120
1686 cm
1.21 (triplet, 3 H), 2.39 (singlet, 3 H),
2.95 (quartet, 2 H), 7.24 (doublet, 2 H), and
7.85 (doublet, 2 H) ppm
Compound C
Molecular formula:
IR absorption at
'H NMR data:
C10H120
1719 cm
1.02 (triplet, 3 H), 2.45 (quartet, 2 H),
3.67 (singlet, 2 H), and 7.06–7.48 (multiplet,
5 H) ppm
Compound D
Molecular formula:
IR absorption at
'H NMR data:
Transcribed Image Text:Compound A Molecular formula: IR absorptions at 'H NMR data: C;H,,0 1728, 2791, and 2700 cm1 1.08 (singlet, 9 H) and 9.48 (singlet, 1 H) ppm Compound B Molecular formula: C;H,,0 1718 cm-1 IR absorption at 'H NMR data: 1.10 (doublet, 6 H), 2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm CH120 1686 cm 1.21 (triplet, 3 H), 2.39 (singlet, 3 H), 2.95 (quartet, 2 H), 7.24 (doublet, 2 H), and 7.85 (doublet, 2 H) ppm Compound C Molecular formula: IR absorption at 'H NMR data: C10H120 1719 cm 1.02 (triplet, 3 H), 2.45 (quartet, 2 H), 3.67 (singlet, 2 H), and 7.06–7.48 (multiplet, 5 H) ppm Compound D Molecular formula: IR absorption at 'H NMR data:
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