A student took the proton NMR spectrum of phenylalanine in D2O solution, and had the
Chapter 24, Problem 24-47(choose chapter or problem)
A student took the proton NMR spectrum of phenylalanine in D2O solution, and had the instrument suppress the DOH solvent peak. The spectrum is shown below. The integrated relative areas of the peaks are 5:1:1:1. (a) Draw the structure of phenylalanine as it exists in D2O solution. (There is a large excess of D2O, and any exchangeable protons in phenylalanine will exchange with the solvent.) (b) Assign the peaks in the spectrum to the protons in the structure. (c) Why dont we see the NH2 or COOH protons in the spectrum? (d) What is the relationship between the two protons that generate nearly mirror-image multiplets at 3.1 and 3.3?
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