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Tutorial%207Q - c one singlet at δ 2.0 ppm and one singlet...

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Chem 281 Tutorial Problem Set. No. 7 1. Please arrange the following acids in order of most acidic to least acidic and explain your answer. 2. Please name the following molecules and predict which proton would be the most acidic (be ready to explain your answer). 3. For which of the above molecules (question 2) would you expect a proton spectrum that contains: a) one singlet at δ 2.0 ppm and one singlet at δ 3.2 ppm (ratio 3:1) b) one singlet at δ 2.0 ppm and one singlet at δ 3.5 ppm (ratio 3:2)
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Unformatted text preview: c) one singlet at δ 2.0 ppm and one singlet at δ 9.0 ppm (ratio 3:1) 4. Please draw an NMR spectrum for the following molecules and predict key stretches in the IR spectrum. If a strong base (pK A of conjugate acid >40) was added to each of these, which proton would be abstracted? Note: if there are more than 6 signals for a proton (or set of equivalent protons) refer to it/them as a multiplet. OH F OH H 3 C OH H O Cl O O OH O Br OH O OH H 3 C OH O HO O O O O O Cl O O O O HO...
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