Determination of phenols by fluorine-19 nuclear magnetic resonance of hexafluoroacetone derivatives

Ho, Floyd F. L.

doi:10.1021/ac60340a026

Cited by 22 publications

(16 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The chemical shift of o-alkylphenols that were not greatly hindered (e.g., methyl-and ethylphenol) is higher than the corresponding para substituent. The effects of such substituent are on the same order as those reported for trifluoroacetate derivatives (18) and hexafluoroacetone adducts (15).…”

Section: Methodssupporting

confidence: 71%

“…Spectra of complex hydrocarbon mixtures can be interpreted in terms of average properties, i.e., average chain length, aromatic vs. aliphatic content, and so on (15). However, as pointed out recently by Ward and Burnham in their investigation on shale oil, even identification of the major individual constituents is possible (17).…”

Section: Discussionmentioning

confidence: 99%

“…Extensive research during the last years reflects the growing need of rapid and quantitative methods for structural characterization of crude oils. 13C and NMR spectroscopy have proved especially useful for this purpose, either separately (1-10) or in combination with other spectroscopic techniques (10)(11)(12), element analysis (13,14), or gas chromatography/ mass spectrometry (10,15). The advantage of NMR spectroscopy for the analysis of complex hydrocarbon mixtures is easily explained.…”

mentioning

confidence: 99%

See 2 more Smart Citations

Characterization of phenols from coal liquefaction products by tin-119 nuclear magnetic resonance spectrometry

Rafii¹,

Faure²,

Lena³

et al. 1985

Anal. Chem.

View full text Add to dashboard Cite

Section: Methodssupporting

confidence: 71%

Section: Discussionmentioning

confidence: 99%

mentioning

confidence: 99%

See 1 more Smart Citation

Characterization of phenols from coal liquefaction products by tin-119 nuclear magnetic resonance spectrometry

Rafii¹,

Faure²,

Lena³

et al. 1985

Anal. Chem.

View full text Add to dashboard Cite

“…Another 19F reagent, hexafluoroacetone, was suggested by Leader (6) for the characterization of various functional groups. The general adduct formation of hexafluoroacetone with active hydrogen compounds is indicated below This reagent has been suggested for characterization of alcohols, amines, mercaptans and other active hydrogen containing compounds (6)(7)(8)(9)(10)(11). Preparation of the adducts is easily accomplished in situ by bubbling the reagent gas (hexafluoroacetone) into a solution of the sample and solvent.…”

mentioning

confidence: 99%

Trifluoroacetyl chloride for characterization of organic functional groups by fluorine-19 nuclear magnetic resonance spectrometry

Sleevi¹,

Glass²,

Dorn³

1979

Anal. Chem.

View full text Add to dashboard Cite

The potential utility of trifluoroacetyl chloride as an analytical 19F NMR reagent to characterize alcohols, phenols, thiols, and primary and secondary amines is reported. The 19F chemical shift and yield data for trifluoroacetyl derivatives of approximately 50 model compounds are presented. The importance of an added organic base (2,6-lutidine) in derivative preparation for phenols and primary and secondary amines is discussed.During the past decade several NMR approaches have been suggested to characterize organic functionality (e.g., phenols, alcohols, carboxylic acids, etc.) present in organic compounds and/or mixtures. Nearly all of these approaches rely on the chemical shift parameter to distinguish molecular environment differences for an NMR probe nuclide either present in the functional moiety of interest or by tagging via an appropriate derivative.

show abstract

“…Unfortunately the l9F NMR tagging reagents presently available have several limitations which have restricted their widespread applicability. For example, one basic limitation of the trifluoroacetate (9-14, 22) and hexafluoroacetone (15)(16)(17)(18)(19)(20) derivatives is their chemical lability. A second disadvantage of these reagents is the poor yields obtained in many cases.…”

mentioning

confidence: 99%

Acid-catalyzed reactions of 2,2,2-trifluorodiazoethane for analysis of functional groups by fluorine-19 nuclear magnetic resonance spectrometry

Koller¹,

Dorn²

1982

Anal. Chem.

View full text Add to dashboard Cite

11) Deber, C. M.; Bovey, F. A.; Carver, J. P.; Blout, E. R. J. Am. Chem. (121 Thomas, W. A.; Wliiiams, M. K. J. Chem. SOC., Chem. Commiin. 1972, 994-996. (13) Dorman, D. E.; Torohia, D. A.; Bovey, F. A. Macromolecules 1973, 6 , 80-82. (14) Bock, K.; Meyer, 6.; Vignon, M. J. Magn. Reson. 1980, 38, 545-5!51. (15) Bates, R. G. "Determination of pH: Theory and Practice", Wiley: NIBW increased chargecharge repulsion between the deprotonated sulfhydryl and carboxylic acid groups in the cis conformation of the A2-form. Space-filling molecular models show the 7312-73 17.separation of these two groups to be larger in the trans conformation. SOC. 1970, 92, 6191-6198. 305-307. . 1973. Ondetti, M. A.; Rubin, 6.; Cushman, D. W. Science 1977, 196, 441-444. Cushrnan, D. W.; Cheung, H. S.; Sabo, E. F.; Ondetti, M. A. 6iOChemisfry 1977, 16, 5484-5491. Cushman, D. W.; Cheung, H. S.; Sabo, E. F.; Ondetti, M. A. frog. Cardiovasc. Dis. 1978, 21. 176-182. Skeggs, L. T.; Kahn, J. P.; Shumway, N. P. J. Exp. Med. 1958, 103, 295-307. Skeggs, L. T.; Dorer, F. E.; Kahn, J. R.; Lentz, K. E.; Levine. M. Am. Madison, V.; Scheliman, J. 6iopo/ymers 1970, 9 , 511-567. Gerig, J. T. Siopo/ymers 1971, 10, 2435-2443.

show abstract

Determination of phenols by fluorine-19 nuclear magnetic resonance of hexafluoroacetone derivatives

Cited by 22 publications

References 12 publications

Characterization of phenols from coal liquefaction products by tin-119 nuclear magnetic resonance spectrometry

Characterization of phenols from coal liquefaction products by tin-119 nuclear magnetic resonance spectrometry

Trifluoroacetyl chloride for characterization of organic functional groups by fluorine-19 nuclear magnetic resonance spectrometry

Acid-catalyzed reactions of 2,2,2-trifluorodiazoethane for analysis of functional groups by fluorine-19 nuclear magnetic resonance spectrometry

Contact Info

Product

Resources

About