ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 1H NMR and 13C NMR spectra of neopentyl and benzyl substituted disulfides, thiosulfinates, thiosulfonates, thiols, sulfides, sulfinic acids and sulfonic acids are reported. The deshielding electron withdrawing effects of -SO, -SO2, -SO2-, -SO2H, -SO3-, -SO3H and SO3CH3 on α-methylene and benzylic protons are observed. The 1H NMR spectra show, except for two dialkylthiosulfinates, that the α'-protons of thiosulfinates absorb farther downfield than those of the thiosulfonates. Although the 13C NMR spectra show that αSO effects are deshielding and are smaller than the αSO2 effects, the α'SO values are more shielding than the α'SO2 values for some compounds. The effects on 13C NMR spectra which result from substituting a phenyl group for a neopentyl or benzyl group are discussed. The α-methylene carbon shifts for neopentanesulfinic acid and α-toluenesulfinic acid are further downfield than those for the corresponding sulfonic acids.
Additional Material:
5 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270170113
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