One of the methods of chemical characterization that you are discussing in lecture this week is nuclear magnetic resonance spectroscopy, or NMR. This instrumental technique can be used to obtain information about the numbers and types of hydrogen atoms (' 1HNMR) or carbon atoms (13CNMR) in a molecule. 'H-NMR and 13CNMR spectra of some of the starting materials and products of this week's reaction are available in Canvas: maleic anhydride, 2,3-dimethyl-1,3-butadiene, the Diels-Alder product, and the diacid product formed by hydrolysis of the Diels-Alder product. The spectra are not labelled with the corresponding compounds. It is your task to use the new knowledge you are gaining concerning NMR to match the spectra with the correct structures. For each spectrum: a. draw clearly the structure that produced that spectrum... ( 2.5 points total/ 0.5 points per spectrum) b. ...and provide a couple of sentences explaining each choice. For each spectrum, explain (1) the number of signals in the spectrum, (2) their chemical shifts in ppm, and (3) the splitting of each signal. (1.25 points total/ 0.25 points per spectrum) NOTE: Your discussion must conclusively demonstrate why the compound matches the spectrum to gain the 0.25 points for that spectrum. Separate your discussion into sections by spectrum with a heading of the form "Spectrum ) each section. c. Answer the following question for Spectrum D only: What functional group produces the signal with chemical shift between 160170 ppm? ( 0.25 points) One of the methods of chemical characterization that you are discussing in lecture this week is nuclear magnetic resonance spectroscopy, or NMR. This instrumental technique can be used to obtain information about the numbers and types of hydrogen atoms (' 1HNMR) or carbon atoms (13CNMR) in a molecule. 'H-NMR and 13CNMR spectra of some of the starting materials and products of this week's reaction are available in Canvas: maleic anhydride, 2,3-dimethyl-1,3-butadiene, the Diels-Alder product, and the diacid product formed by hydrolysis of the Diels-Alder product. The spectra are not labelled with the corresponding compounds. It is your task to use the new knowledge you are gaining concerning NMR to match the spectra with the correct structures. For each spectrum: a. draw clearly the structure that produced that spectrum... ( 2.5 points total/ 0.5 points per spectrum) b. ...and provide a couple of sentences explaining each choice. For each spectrum, explain (1) the number of signals in the spectrum, (2) their chemical shifts in ppm, and (3) the splitting of each signal. (1.25 points total/ 0.25 points per spectrum) NOTE: Your discussion must conclusively demonstrate why the compound matches the spectrum to gain the 0.25 points for that spectrum. Separate your discussion into sections by spectrum with a heading of the form "Spectrum ) each section. c. Answer the following question for Spectrum D only: What functional group produces the signal with chemical shift between 160170 ppm? ( 0.25 points)
