Spectroscopy of Organic Compounds

• Demonstrate knowledge of the principles behind the following analytical techniques: Mass spectrometry as well as IR-, NMR- and UV-spectroscopy
• Combine and evaluate spectroscopic data obtained from the techniques listed above with respect to determining the structure of a given organic compound.
• Determine double bond equivalents from the chemical formula and use the information in structural determination.
• Demonstrate knowledge of the terms used within stereochemistry and isomerism and know which effect these may have on the different types of spectra.
• Analyze EI-MS and ESI-MS spectra with respect to determination/identification of the molecular mass, constituent formula and analysis of characteristic fragmentation patterns for organic compounds.
• Analyze IR spectra based on knowledge of characteristic functional group frequencies in relation to the molecular structure.
• Analyze UV spectra based on knowledge of the different electron transitions and be able to use the different empirical rules to determine the position of the absoption maxima from a given structure.
• Analyze 1H and 13C NMR spectra and use data from basic 2D NMR experiments (1H-1H COSY and 1H-13C HSQC).
• Demonstrate knowledge of the characteristic chemical shifts, homo- and heteronuclear coupling constants and decoupling used in an NMR-based structural determination.
• Calculate 1H and 13C chemical shifts from tables and perform a first order spin-spin coupling-analysis.
• Use the intensities in 1H and 13C NMR spectra and demonstrate knowledge of which effect the following have on signal intensities: Number of nuclei, NOE, relaxation times and exchange.
• Demonstrate knowledge as to which influence exchange has on labile protons in 1H NMR.

1H and 13C nuclear magnetic resonance spectroscopy (NMR): Use of chemical shifts, homo- and heteronuclear coupling constants, decoupling and basic 2D NMR experiments for NMR based structural elucidation. -Mass spectrometry (MS): Diverse methods for ionization of organic molecules; determination of molecular weight and molecular formula; use of characteristic fragmentation patterns. -Infrared spectroscopy (IR): Use of group frequencies for diverse functional groups in relation to the molecular structure. -Ultraviolet spectroscopy (UV): The nature of electronic transitions; prediction of absorption frequencies of characteristic chromophores as an aid in structural analysis.

26411, Organic Chemistry 2

Lectures and problem solving.