Second-year organic chemistry students analyze and compare the spectral data of three unknown ketones (2-heptanone, 3-heptanone, and 4-heptanone). Students acquire one-dimensional proton and carbon NMR data for each unknown and make signal assignments based on chemical shifts, integration values, and splitting patterns of signals. Difficulties are encountered during interpretation of NMR data for 2- and 3-heptanone. Acquiring and analyzing the two-dimensional NMR spectra of the heptanones resolve these problems.
Supplement
Instructions for the students, including prelab and postlab questions, notes
for the instructor, and NMR data for 2-, 3-, and 4-heptanone are available.
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