'H NMR Spectrum of the Unknown Organic Compound IR Spectrum of the Unknown Organic Compound 97 67 65 100 4000 3000 2000 1500 1000 500 8 7 6 5 3 2 1 MS Spectrum (EI) of the Unknown Organic Compound 13C NMR Spectrum of the Unknown Organic Compound 200 150 100 50 20 40 60 80 100 120 140 160 180 200 220 m/z Based on the following spectrum, provide the structural formula for the unknown compound. 147 145 175 173

'H NMR Spectrum of the Unknown Organic Compound IR Spectrum of the Unknown Organic Compound 97 67 65 100 4000 3000 2000 1500 1000 500 8 7 6 5 3 2 1 MS Spectrum (EI) of the Unknown Organic Compound 13C NMR Spectrum of the Unknown Organic Compound 200 150 100 50 20 40 60 80 100 120 140 160 180 200 220 m/z Based on the following spectrum, provide the structural formula for the unknown compound. 147 145 175 173

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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