Abstract

This three-week project involves isolating and purifying a natural product and determining its structure. trans-Anethole is isolated from anise seeds by steam distillation and liquid-liquid extraction. The crude product is analyzed by thin-layer chromatography and purified by flash chromatography. A variety of one- and two-dimensional NMR methods, along with infrared spectroscopy, are used to elucidate the structure. The one-dimensional NMR methods are proton homonuclear decoupling, Distortionless Enhancement by Polarization Transfer (DEPT), and Nuclear Overhauser Effect (NOE) difference spectroscopy. The two-dimensional NMR methods are proton-proton COrrelated SpectroscopY (COSY) and HETeronuclear CORrelated spectroscopy (HETCOR). Finally, the proton and carbon-13 NMR spectra are assigned.

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