Question

The following slides contain 1H and 13C-NMR spectra as well as GC/MS spectra for compound 2 shown below. After analyzing the spectra, assign all proton and carbon NMR signals using the numbering given on the structure. Additionally, present your data in table form including chemical shift, integration, coupling pattern, and coupling constants (where possible). For mass spectral data, justify key fragmentations (those which are starred*) by proposing fragment structures.

5 96337 03828 047734 739073 23444 14703 3 8 9 2 4 9 10 1 98719 22221 92592 44322 254799 218766 009999 332222 4 6 0 Compound 2

3 2 910 Compound 2 トず 132 131 130 129 200 180 160 140 120 100 80 60 40 20 ppm

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5 1124) ILLLL, | s.ta diau) 冫21.8 , ゾー 17 u y

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