Summary
For improved determination of aromatic amines by gas chromatography and detection with an electron capture detector (GC-ECD) a derivatization method based on the bromination of the aromatic ring in an acetic acid medium was developed. In general, all free ortho and para-positions relative to the amino group undergo electrophilic substitution. Separation of at least 30 compounds in a single chromatographic run in 30 min is possible. With this method, 56 aromatic amines were studied and only in 6 cases were no derivatives obtained. Quantitation limits determined from calibration data are 1.2–40 μg L−1 for a 100 mL sample and an injection volume of 1 μL. Previous experiments suggest that both sample and injection volume may be increased to lower the quantitation limit.
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References
T. S. Scott, Carcinogenic and chronic toxic hazards of aromatic amines, Elsevier, Amsterdam, 1962.
L. Fishbein, Toxicol. Env. Chem. Rev.3, 145 (1980).
M. S. Bryant, P. L. Skipper, S. R. Tannenbaum, M. Maclure, Cancer Res.47, 602 (1987).
R. C. C. Wegman, G. A. L. de Korte, Intern. J. Environ. Anal. Chem.9, 1 (1981).
M. W. F. Nielen, R. W. Frei, U. A. Th. Brinkman, J. Chromatogr.317, 557 (1984).
M. W. F. Nielen, U. A. Th. Brinkman, R. W. Frei, Anal. Chem.57, 806 (1985).
B. Scholz, N. Palauschek, Fresenius' Z. Anal. Chem.331, 282 (1988).
V. Coquart, M.-C. Hennion, Chromatographia37, 392 (1993).
D. Bethmann, F. Sacher, H.-J. Brauch, Vom Wasser87, 171 (1996).
H. Börnick, V. Hultsch, T. Grischek, D. Lienig, E. Worch, Vom Wasser87, 305 (1996).
T. Okumura, K. Imamura, Y. Nishikawa, J. Chromatogr. Sci.34, 190 (1996).
S. Müller, J. Efer, W. Engewald, Fresenius' J. Anal. Chem.357, 558 (1997).
S. Paul, D. Lienig, E. Worch, Vom Wasser88, 273 (1997).
H. Kataoka, J. Chromatogr. A733, 19 (1996).
D. E. Bradway, T. Shafik, J. Chromatogr. Sci.15, 322 (1977).
H.-B. Lee, J. Chromatogr.457, 267 (1983).
G. Skarping, L. Renman, B. E. F. Smith, J. Chromatogr.267, 315 (1983).
A. de Kok, Y. J. Vos, C. van Garderen, T. de Jong, M. van Opstal, R. W. Frei, R. B. Geerdink, U. A. Th. Brinkman, J. Chromatogr.288, 71 (1984).
M. Longo, A. Cavallaro, J. Chromatogr. A753, 91 (1996).
H. Kußmaul, M. Hegazi, K. Pfeilsticker, Vom Wasser44, 31 (1975).
T. C. Schmidt, R. Haas, K. Steinbach, E. v. Löw, Fresenius' J. Anal. Chem.357, 909 (1997).
R. Haas, T. C. Schmidt, K. Steinbach, E. v. Löw, Fresenius' J. Anal. Chem.359, 497 (1997).
M. Leß, T. C. Schmidt, E. v. Löw, G. Stork, J. Chromatogr. A,810, 173 (1998).
M. Hesse, H. Meyer, B. Zeeh, Spektroskopische Methoden in der organischen Chemie, Thieme, Stuttgart, 4th ed., 1991.
DIN 38402, part 51, in: Deutsche Einheitsverfahren zur Wasser-, Abwasser- und Schlammuntersuchung, Beuth, Berlin, 1986.
R. T. Medary, Anal. Chim. Acta258, 341 (1992).
T. C. Schmidt, M. Leß, R. Haas, E. v. Löw, K. Steinbach, G. Stork, J. Chromatogr. A,810, 161 (1998).
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Schmidt, T.C., Haas, R., von Löw, E. et al. Derivatization of aromatic amines with bromine for improved gas chromatographic determination. Chromatographia 48, 436–442 (1998). https://doi.org/10.1007/BF02467717
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DOI: https://doi.org/10.1007/BF02467717