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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 d4.8 disappears on shaking with D2O. 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.
Show all the steps in the mechanism for the following reaction, When benzene is mixed with deuterated sulfuric acid, deuterium is slowly incorporated onto the ring. Show the mechanism for this reaction and explain how this relates the sulfonation of ..
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