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Lanthanide shift reagents as an aid in the NMR analysis of the normal alcohols C6 to C11

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Journal of the American Oil Chemists’ Society

Abstract

A method is described that substantially aids in the interpretation of the nuclear magnetic resonance (NMR) spectrum of a series of six fatty alcohols (C6 to C11). The lanthanide shift reagent tris (2,2,6,6-tetramethylheptanedionate)praseodymium-(III)[Pr(DPM)3] is employed, and produces large shifts in the resonances of the various methylene groups in the chain depending on their position with respect to the hydroxy group. This paramagnetic shift for the first seven methylenes of these six alcohols is found to to be directly proportional to the amount of Pr(DPM)3 added. Measurement of the coupling constants for the methylene groups in the chain are reported. The power of lanthanide shift reagents for both analytical and conformational information derived from their NMR spectra is demonstrated.

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Authors and Affiliations

  1. Department of Chemistry, Texas A & M University, 77843, College Station, Texas

    F. J. Smentowski & R. D. Stipanovic

Authors
  1. F. J. Smentowski
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  2. R. D. Stipanovic
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Smentowski, F.J., Stipanovic, R.D. Lanthanide shift reagents as an aid in the NMR analysis of the normal alcohols C6 to C11 . J Am Oil Chem Soc 49, 48–51 (1972). https://doi.org/10.1007/BF02545139

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  • DOI: https://doi.org/10.1007/BF02545139

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