12. Consider the data below to answer the following questions. C₂H₁40 IR: MS: 1715 cm ¹ Mt at m/z = 114, a-cleavage fragment at m/z=71 McLafferty rearrangement fragment at m/z = 86 ¹H NMR: 0.92 8 (6H, triplet) 1.59 8 (4H, sextet) 2.368 (4H, triplet) a) Calculate the degree of unsaturation for this compound. b) What functional group is indicated by the IR data? c) Propose a structure consistent with the spectral data presented above. d) Interpret the mass spectral data by showing both fragmentation patterns.

12. Consider the data below to answer the following questions. C₂H₁40 IR: MS: 1715 cm ¹ Mt at m/z = 114, a-cleavage fragment at m/z=71 McLafferty rearrangement fragment at m/z = 86 ¹H NMR: 0.92 8 (6H, triplet) 1.59 8 (4H, sextet) 2.368 (4H, triplet) a) Calculate the degree of unsaturation for this compound. b) What functional group is indicated by the IR data? c) Propose a structure consistent with the spectral data presented above. d) Interpret the mass spectral data by showing both fragmentation patterns.

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 14.37P

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