Isolating trans-Anethole from Anise Seeds and Elucidating Its Structure:: A Project Utilizing One- and Two-Dimensional NMR Spectrometry

• Joseph W. LeFevre ^[1]
  1. [1] State University of New York

     State University of New York

     City of Albany, Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 77, Nº 3 (March), 2000, págs. 361-361
• Idioma: inglés
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• Resumen

  • 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.