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

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy

Section12.SE: Something Extra

Problem 46AP: Ketones undergo a reduction when treated with sodium borohydride, NaBH4. What is the structure of...

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