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Determination of the optical purity of some substituted N-phenylpropionamides by NMR spectroscopy

✍ Scribed by Günther Snatzke; John E. Fox; Mustafa M. El-Abadelah


Publisher
John Wiley and Sons
Year
1973
Tongue
English
Weight
478 KB
Volume
5
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The NMR spectra of a series of chiral propionamides have been determined in D(+)1‐phenylethylamine solution. The α‐methine protons of the propionic acid moiety in the propionamide enantiomers were found to be anisochronous in this solvent. The sense of non‐equivalence of these protons was found to be the same for all members of a homochiral series. The chemical shift difference between their signals was demonstrated to be dependent upon the temperature and concentration of the solution. A method is described whereby the enantiomeric purity of the amides could be calculated from these signals in cases where the position of the baseline in their spectra was unknown.


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