(Solved): 31. The reaction of 1,1-dimethylpropanol (tert-pentanol) with a strong acid yields 2-methyl-2-buten ...

31. The reaction of 1,1-dimethylpropanol (tert-pentanol) with a strong acid yields 2-methyl-2-butene. a) Identify and draw the mechanism of this transformation. b) Explain how you could use $$I\mathbb{R}$$ spectroscopy to determine if your reaction was successful? Which characteristic bands would you expect for the starting material, which for the product? c) Decide based on below $$1\mathrm{H}$$-NMR spectrum, if it depicts the starting material or product and assign all resonances (signals) to respective protons. Hint: Mind the scale on the X-axis.