A student found an old bottle labeled thymol on the stockroom shelf After noticing a pleasant odor, she obtained the following mass, IR, and NMR spectra The NMR peak at 4 8 disappears on shaking with Propose a structure for thymol, and show how your structure is consistent with the spectra Propose ...

Aps Mass Spectrum molecular ion is at 150 base peak is at 135 M15 loss of methyl CH ...

A student found an old bottle labeled thymol on the stockroom shelf. After noticing a pleasant odor,

Question:

A student found an old bottle labeled “thymol” on the stockroom shelf. After noticing a pleasant odor, she obtained the following mass, IR, and NMR spectra. The NMR peak at δ 4.8 disappears on shaking with Propose a structure for thymol, and show how your structure is consistent with the spectra. Propose a fragmentation to explain the MS peak at m/z 135, and show why the resulting ion is relatively stable.

100 135 80 thymol 60 M* (150) 40 20 10 20 30 40 50 60 70 80 90 100 110' 120 130 140 150 160 mlz abundance