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4) (7 points). For the following reaction below provide the missing information. Predict the number of signals expected (disregarding splitting) in the 'H NMR spectrum

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4) (7 points). For the following reaction below provide the missing information. Predict the number of signals expected (disregarding splitting) in the 'H NMR spectrum of the compounds (both starting material and product) shown below. (Consider chair conformation). And predict the number of signals expected in the 13C NMR spectrum of the compounds (both starting material and product) shown below. Provide estimated IR stretching frequencies (provided in Table 12-2 of your textbook). Use the word broad or abbreviation (br) or sharp if it is characteristic of that particular stretching frequency. You may use symbols such as (>) for "just above" and (=2 points, regular box =1 point, dotted box =1/2 point 5) (1 point). For the dehydration reaction above, Electron Impact lonization Mass Spectroscopy is not very useful as a technique for analyzing the differences between starting material and product. Why? (Hint: what would be the most common m/z peak for each compound?)

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