Compound C has a molecular weight of 94.54 and the ¹H-NMR spectrum shows four signals - a triplet at 3.81 ppm, a triplet at 3.63 ppm, a singlet at 2.19 ppm, and a triplet of triplets at 2.02 ppm. The mass, IR, and 13C-NMR spectra of compound C are shown below, they are also downloadable for closer inspection by clicking the link under the spectral data. Identify C and explain your reasoning. Mass Spectrum of C Relative Intensity 100- 80- 60 40 20- 0 MS-NW-5063 25 50 75 100 125

Compound C has a molecular weight of 94.54 and the ¹H-NMR spectrum shows four signals - a triplet at 3.81 ppm, a triplet at 3.63 ppm, a singlet at 2.19 ppm, and a triplet of triplets at 2.02 ppm. The mass, IR, and 13C-NMR spectra of compound C are shown below, they are also downloadable for closer inspection by clicking the link under the spectral data. Identify C and explain your reasoning. Mass Spectrum of C Relative Intensity 100- 80- 60 40 20- 0 MS-NW-5063 25 50 75 100 125

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 13.17P: Following are 1H-NMR spectra for compounds G, H, and I, each with the molecular formula C5H12O. Each...

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