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10. (4 pts.) In this reaction you used observation of a precipitate as evidence

ID: 561149 • Letter: 1

Question

10. (4 pts.) In this reaction you used observation of a precipitate as evidence that reaction occurred. If there were no precipitate you would have had to isolate, purify and characterize the products of the reactions. This would have been a LOT OF WORK! But let's imagine that you did all of that for the reaction shown below, i.e. you isolated the iodide product of reaction of the bromide. Which analytical technique, mass spectrometry, infrared spectroscopy or proton NMR spectroscopy would you use to show that the iodide product is different from the bromide starting that reaction occurred? Assume further that you don't have an authentic sample of the iodide product on hand to compare your spectra to. You need to show that the product is actually the iodide and not just that it is different form the starting bromide. Argue why the method you choose is best and why the other two methods are not as good. material, and acetone

Explanation / Answer

13C NMR will unanimously prove the formation of Iodo product, CH2 attached to I (i.e., CH2I) appears at 7 ppm whereas in the Bromo compound CH2 attached to Br (i.e., CH2Br) appears at ~30-40 pppm.