Solved: A graduate student was following a procedure to make

Chapter 0, Problem 15-32

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A graduate student was following a procedure to make 3-propylcyclohexa-1,4-diene. During the workup procedure, his research adviser called him into her office. By the time the student returned to his bench, the product had warmed to a higher temperature than recommended. He isolated the product, which gave the appropriate stretch in the IR, but the stretch appeared around as opposed to the literature value of for the desired product. The mass spectrum showed the correct molecular weight, but the base peak was at rather than at as expected. Because of the anomalous IR spectrum, he took a UV spectrum that showed max at 261 nm. (a) Should he have his IR recalibrated or should he repeat the experiment, watching the temperature more carefully? What does the absorption suggest?

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