A compound with the molecular formula C7H14O exhibits the following 13C NMR spectra: Broadband-decoupled 220 200 180 160 140 120 100 80 -0 DEPT-90 220 200 180 160 140 120 100 80 DEPT-135 220 200 180 160 140 120 100 9-9 60 40 40 20 909 60 40 20 80 60 40 20 Chemical Shift (ppm) Several structures are consistent with these spectra. To determine which structure is correct, a ¹H NMR spectrum was acquired which exhibits five signals. One of those signals is a singlet at 1.9 ppm with an integration of 3, and another of the signals is a doublet at 0.9 ppm with an integration of 6. Using this information, draw the correct structure of the compound. Draw Your Solution

A compound with the molecular formula C7H14O exhibits the following 13C NMR spectra: Broadband-decoupled 220 200 180 160 140 120 100 80 -0 DEPT-90 220 200 180 160 140 120 100 80 DEPT-135 220 200 180 160 140 120 100 9-9 60 40 40 20 909 60 40 20 80 60 40 20 Chemical Shift (ppm) Several structures are consistent with these spectra. To determine which structure is correct, a ¹H NMR spectrum was acquired which exhibits five signals. One of those signals is a singlet at 1.9 ppm with an integration of 3, and another of the signals is a doublet at 0.9 ppm with an integration of 6. Using this information, draw the correct structure of the compound. Draw Your Solution

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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The 13C-NMR spectrum of 3-methyl-2-butanol shows signals at 17.88 (CH3), 18.16 (CH3), 20.01 (CH3), 35.04 (carbon-3), and 72.75 (carbon-2). Account for the fact that each methyl group in this molecule gives a different signal.
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