100 A compound with molecular formula C6H10 displays the following IR and Mass Spectrum. a) Calculate the hydrogen deficiency index (HDI) for the compound in the box below HDI = 4000 Relative Intensity b) Identify and label the functional group for the indicated peaks in the IR spectrum in the box provided. c) Identify and label the indicated peaks in the mass spectrum. Which is the base peak and which is the molecular ion peak [M]+? d) Propose a structure for the compound that is consistent with the IR and MS spectra in the box below. 100- 80- 60- 40 20- 0 10 3000 MS-NU-6767 20 30 2000 HAVENUMBER 40 50 m/z 1500 60 1000 70 80 500 Proposed structure:

100 A compound with molecular formula C6H10 displays the following IR and Mass Spectrum. a) Calculate the hydrogen deficiency index (HDI) for the compound in the box below HDI = 4000 Relative Intensity b) Identify and label the functional group for the indicated peaks in the IR spectrum in the box provided. c) Identify and label the indicated peaks in the mass spectrum. Which is the base peak and which is the molecular ion peak [M]+? d) Propose a structure for the compound that is consistent with the IR and MS spectra in the box below. 100- 80- 60- 40 20- 0 10 3000 MS-NU-6767 20 30 2000 HAVENUMBER 40 50 m/z 1500 60 1000 70 80 500 Proposed structure:

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

Chapter14: Mass Spectrometry

Section: Chapter Questions

Problem 14.27P: Following is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122....

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