Question

As shown in Question 3 of the recitation questions, concentrated sulfuric acid can convert anyunreacted alcohol

into alkenes in an unwanted side reaction. This is an elimination reaction, first the acidprotonates the oxygen of the alcohol to convert it into a good leaving group, and then elimination occurs viathe E2 mechanism and not the E1 mechanism. Why does elimination not occur via E1?.

In your experiment the product is characterized using IR spectroscopy, because that is easy foryou to do in the lab. However, NMR spectroscopy is usually much better for characterizing organicstructures. Describe IN WORDS, how you would distinguish the product bromide form the starting materialalcohol using proton NMR spectroscopy. You can use the provided structures in your explanation, Do notattempt to distinguish them based on absolute values of chemical shifts (i.e., don’t make statements such as”the chemical shift of protons X should be 3.86 in the bromide and 3.65 in the alcohol”), there is anothermuch simpler way of distinguishing the structures

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