A study of solvent effects on the ¹³C nuclear magnetic resonance spectra of cholesterol, pyridine, and uridine

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DOIResolve DOI: http://doi.org/10.1139/v73-207
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TypeArticle
Journal titleCanadian Journal of Chemistry
ISSN0008-4042
1480-3291
Volume51
Issue9
Pages13841391
AbstractThe ¹³C n.m.r. chemical shifts for cholesterol in five solvents are reported. All carbon atoms were subject to solvent effects of varying sign and magnitude. The chemical shifts in the solvent pair dioxane–chloroform 1:1 could be predicted on an additivity basis. Pyridine was studied in 24 solvents; the chemical shifts of all carbons were solvent-dependent. Solvent effects at positions β and γ were correlated, while those at position α bore no simple relation to those of the other carbons. A small isotope effect was noted on comparing the data for H₂O and ²H₂O. Coupling between ¹³C and ¹⁴N was observed in some cases; its magnitude was solvent-dependent. Uridine was studied in four solvents. While all carbons were subject to solvent-induced shifts, evidence for specific solvent interaction at C-4, -5, -1′, and -2′ was obtained. An appreciable contribution to the relaxation of carbonyl C-2 and -4 from dipole–dipole interaction with the hydrogen on N-3 was observed. Solvent effects can result in scrambling and misassignment of ¹³C resonances if care is not taken with choice of solvent.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada
Peer reviewedYes
NRC number13062
NPARC number23001408
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Record identifiera0924c71-ef32-434b-8a34-8149e94a4d84
Record created2017-02-02
Record modified2017-02-02
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