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Optica Publishing Group
  • Applied Spectroscopy
  • Vol. 22,
  • Issue 4,
  • pp. 329-336
  • (1968)

Qualitative Applications of the NMR Spectra of Alkylpyridines: Part II. Chemical Shifts of the Protons of the Alkyl Substituents

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Abstract

The NMR chemical shifts of protons on alkyl groups attached to pyridine rings are discussed. Data on 31 alkylpyridines are included. The spectra and tabulated differential shifts of 15 monosubstituted pyridines in carbon tetrachloride (CCl<sub>4</sub>) and hexadeuterobenzene (B<sub>z</sub>-<i>d</i><sub>6</sub>) are given; and the data on the chemical shifts and the differential shifts in the solvents CCl<sub>4</sub> and C<sub>6</sub>H<sub>6</sub> or B<sub>z</sub>-<i>d</i><sub>6</sub> for the di-, tri-, and tetrasubstituted pyridines are tabulated. A paramagnetic shift is noted for some protons on alkyl groups attached alpha to the pyridine nitrogen. The use of the data in a qualitative identification of two pyridine homologs is demonstrated on a fraction from shale oil.

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