GC/MS determination of amines following exhaustive trifluoroacetylation
An analytical method for trifluoroacetylation of aromatic amines and GC/MS of the resulting derivatives has been developed. The key feature of the method is its capability to differentiate d tertiary amines; since, using the conditions described in the report, most primary, secondary, an primary amines add two and secondary amines add one trifluoroacetyl group. In general, tertiary amines do not react. Since conventional trifluoroacetylation procedures introduce only a single trifluoroacetyl group into both primary and secondary aminess the procedure reported here improves GC/MS identification of the relatively large number of isomers of nitrogen compounds found in petroleum or similarly complex mixtures. For example, using exhaustive trifluoroacetylation, it is possible to differentiate isomeric forms of C{sub 9}H{sub 11}N (e.g., cyclohexenopyridines, aminoindans, 1,2,3,4-tetrahydroquinoline and tetrahydroisoquinolines). Examples of the application of the method to petroleum and coal liquid products are provided. Because of the limited thermal stability of the derivatives of primary amines, the method is applicable only to distillates boiling below 370{degrees}C (700{degrees}F). To expedite utilization of the method by others, GC retention indices and relative GC/MS total ion current response factors for 102 trifluoroacetyl derivatives are included in the body of the report and their 70 ev mass spectra are reported in Appendix A.
- Research Organization:
- National Inst. for Petroleum and Energy Research, Bartlesville, OK (United States)
- Sponsoring Organization:
- USDOE, Washington, DC (United States)
- DOE Contract Number:
- FC22-83FE60149
- OSTI ID:
- 10180988
- Report Number(s):
- NIPER-680; ON: DE93000159
- Resource Relation:
- Other Information: PBD: Aug 1993
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
02 PETROLEUM
01 COAL, LIGNITE, AND PEAT
AMINES
STRUCTURAL CHEMICAL ANALYSIS
CHEMICAL REACTIONS
MASS SPECTRA
PETROLEUM
COAL LIQUIDS
GAS CHROMATOGRAPHY
MASS SPECTROSCOPY
ORGANIC FLUORINE COMPOUNDS
ISOMERS
ORGANIC NITROGEN COMPOUNDS
EXPERIMENTAL DATA
400201
023000
010600
400102
CHEMICAL AND PHYSICOCHEMICAL PROPERTIES
PROPERTIES AND COMPOSITION
CHEMICAL AND SPECTRAL PROCEDURES