Experiment demonstrates stereochemistry identification in undergraduate labs, enhancing structural understanding.
The identification of the product from the hydroboration–oxidation of (1R)-(+)-α-pinene provides an interesting example of the utilization of nuclear magnetic resonance spectroscopy (NMR) in undergraduate laboratories. In this experiment, one-dimensional gradient nuclear Overhauser enhancement spectroscopy and two-dimensional NMR spectroscopy (COSY and HMQC) are used to determine the stereochemistry of the product and to assign all proton NMR signals. The experiment is designed to enhance student understanding of three-dimensional structural determination and two-dimensional NMR spectroscopy.
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Brad Andersh (2003) studied this question.
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