Trifluoromethanesulfonyl chloride for identification of oxygen, nitrogen, and sulfur functional groups by fluorine-19 nuclear magnetic resonance spectrometry
Fluorine reagents, hexafluroacetone, trifluoroacetic anhydride, and trifluoroacetyl chloride have been previously used for /sup 19/F NMR for determination of organic structure and functionality. A new fluorine reagent, trifluoromethanesulfonyl chloride, is discussed in this paper. The reagent not only yields sulfonation products with active hydrogen containing compounds but also forms stable compounds with tertiary nitrogen bases, presumably by a Lewis acid-Lewis base reaction. The /sup 19/F chemical shift for the trifluoromethanesulfonyl derivatives of aliphatic alcohols, primary, secondary, and tertiary; phenols; primary and secondary amines; and pyrollic-ring compounds are presented and discussed in relation to structural effects. No evidence of reaction of the trifluoromethanesulfonyl chloride acting as a chlorinating reagent was reported.
- Research Organization:
- Univ. of Southern California, Los Angeles
- OSTI ID:
- 6812430
- Journal Information:
- Anal. Chem.; (United States), Journal Name: Anal. Chem.; (United States) Vol. 54; ISSN ANCHA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400102* -- Chemical & Spectral Procedures
ALCOHOLS
AMINES
AROMATICS
AZOLES
CHEMICAL SHIFT
DATA
DEUTERIUM
EXPERIMENTAL DATA
FLUORINE 19
FLUORINE ISOTOPES
HETEROCYCLIC COMPOUNDS
HYDROGEN ISOTOPES
HYDROXY COMPOUNDS
INFORMATION
ISOTOPE EFFECTS
ISOTOPES
LIGHT NUCLEI
MAGNETIC RESONANCE
MOLECULAR STRUCTURE
NUCLEAR MAGNETIC RESONANCE
NUCLEI
NUMERICAL DATA
ODD-EVEN NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PHENOLS
PYRROLES
RESONANCE
SOLVENTS
STABLE ISOTOPES