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.

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12. Consider the data below to answer the following questions.
C₂H₁40
IR:
MS:
1715 cm-¹
M* at m/z = 114, a-cleavage fragment at m/z=71
McLafferty rearrangement fragment at m/z = 86
¹H NMR: 0.928 (6H, triplet)
1.59 8 (4H, sextet)
2.36 8 (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.
Transcribed Image Text:12. Consider the data below to answer the following questions. C₂H₁40 IR: MS: 1715 cm-¹ M* at m/z = 114, a-cleavage fragment at m/z=71 McLafferty rearrangement fragment at m/z = 86 ¹H NMR: 0.928 (6H, triplet) 1.59 8 (4H, sextet) 2.36 8 (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.
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