A compound has the molecular formula CH40, and shows a strong IR absorption at 2850-3150 cm. The following signals appear in the 'H NMR spectrum: 1.4 ppm (triplet, 6H), 4.0 ppm (quartet, 4H), 6.8 ppm (broad singlet, 4H). Which of the following structures is consistent with these data? Select the single best answer. OCH CH₂ x OCH2CH3 CH₂OCH3 OH CH₂OCH OH CH, OCH₁ CH₂OCH, CH₂OCH HO OH ° CH₂OCH3
A compound has the molecular formula CH40, and shows a strong IR absorption at 2850-3150 cm. The following signals appear in the 'H NMR spectrum: 1.4 ppm (triplet, 6H), 4.0 ppm (quartet, 4H), 6.8 ppm (broad singlet, 4H). Which of the following structures is consistent with these data? Select the single best answer. OCH CH₂ x OCH2CH3 CH₂OCH3 OH CH₂OCH OH CH, OCH₁ CH₂OCH, CH₂OCH HO OH ° CH₂OCH3
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter13: Nuclear Magnetic Resonance Spectroscopy
Section: Chapter Questions
Problem 13.27P: The 13C-NMR spectrum of 3-methyl-2-butanol shows signals at 17.88 (CH3), 18.16 (CH3), 20.01 (CH3),...
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
Transcribed Image Text:A compound has the molecular formula CH40, and shows a strong IR absorption at 2850-3150 cm. The following signals appear in the 'H NMR
spectrum: 1.4 ppm (triplet, 6H), 4.0 ppm (quartet, 4H), 6.8 ppm (broad singlet, 4H).
Which of the following structures is consistent with these data? Select the single best answer.
OCH CH₂
x
OCH2CH3
CH₂OCH3
OH
CH₂OCH
OH
CH, OCH₁
CH₂OCH,
CH₂OCH
HO
OH
°
CH₂OCH3
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