Laboratory Assignment #9 and NMR CHECK out Exam

Chemistry 822, 1998, Dr. Hunter Laboratory Assignment #9 and NMR “CHECK OUT” Exam Identification of Unknown Compound

Part I. Preliminary Information. Choose one of the unknowns and record your unknown number. It is either and aromatic or an aliphatic organic compound. For each compound “experimental” elemental analysis and mass spectral information is provided. From this, determine the compounds molecular formula. Place this on a page which includes your guesses for reasonable potential structures for this compound and hand this in.

Part II. Determine and Assign the IR spectrum of this compound. Measure the IR spectrum of this compound and qualitatively evaluate what information this tells you.

Part III. Determine and Assign the UV-Visible spectrum of this compound. Measure the UV-Visible spectrum of this compound and qualitatively evaluate what information this tells you.

Part IV. Determine and Assign the 60 MHz 1H and 15 MHz {1H}13C NMR spectrum of this compound. Measure the 1H and {1H}13C NMR spectrum of this compound at 1.4T and qualitatively evaluate what information this tells you.

Part V. Determine and Assign the 400 MHz 1H and 100 MHz {1H}13C, 13C, and APT NMR spectrum of this compound. Measure the 1H and three 13C NMR spectra of this compound at 9.34T and qualitatively evaluate what information this tells you.

Part VI. Determine and Assign the 9.34T COSY and HETCOR NMR spectrum of this compound. Measure COSY and HETCOR NMR spectra of this compound at 9.34T and qualitatively evaluate what information this tells you.

Part VII. Structure Evaluation. Using the information from Parts I to VI, determine the structure of the unknown, check it by comparison to detailed spectroscopic tables, and hand in your structure determination as an ACD plot of the correct three dimensional structure. On copies of this picture, neatly indicate the spectral assignments (i.e. use one picture per spectrum).

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