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17 O, 15 N and 13 C NMR chemical shifts of N , N ‐dimethylmethanesulphinamide in various solvents
Author(s) -
Häkkinen A.M.,
Ruostesuo P.,
Kurkisuo S.
Publication year - 1985
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260230507
Subject(s) - chemistry , chemical shift , solvent , chloroform , amide , acetone , nuclear magnetic resonance spectroscopy , solvent effects , carbon 13 nmr , proton nmr , hydrogen bond , resonance (particle physics) , nmr spectra database , carbon 13 nmr satellite , molecule , organic chemistry , fluorine 19 nmr , spectral line , physics , particle physics , astronomy
The 17 O, 15 N and 13 C NMR chemical shifts have been determined for N,N ‐dimethylmethanesulphinamide (1), both as the neat liquid and in dimethyl sulphoxide, acetone, chloroform and various alcohols. The 17 O and 15 N nuclei of 1 resonate at a lower frequency than those of the corresponding sulphonamide, and depend on the solvent and concentration of the components in binary solution mixtures. Hydrogen bond‐forming solvents shift the signals to lower frequency than those of the neat amide. On changing the solvent, the change in the 17 O NMR chemical shift of the sulphinamide is smaller than that of carboxamides, but the difference in the 15 N NMR chemical shifts between these two systems with a solvent change is much lower and opposite in direction, reflecting the differences in the resonance structures of carboxamides and sulphinamides.