Abstract
In the nitrosation mechanism of 1,3 dialkylureas, the existence of protonic transfer to the solvent as a rate-limiting step was confirmed when a primary kinetic isotope effect was observed in these reactions.
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P.N. Magee, P.F. Swann: British Medical Bulletin, 25, 240 (1969).
A.R Tricker, R. Preussmann: Mutation Research, 259, 277 (1991).
C. Heidelberger: Annual Review of Biochemistry, 44, 79 (1975).
R. Preussmann, B.W. Stewart: Chemical Carcinogens, Vol. 2, p. 643. Searle, C.E. (Ed.) ACS Monograph 182. American Chemical Society: Washington, D.C, 1984.
H. Zarbl, S. Sukumar, A.V. Arthur, D. Martin-Zanca, M. Barbacid: Nature, 315, 382 (1985).
W. Lijinsky, R.K. Elespuru, A.W. Andrews: Mutation Research, 178, 157 (1987).
W. Lijinsky, J.E. Saavedra, R.M. Kovatch: Journal of Toxicology and Environmental Health, 28, 27 (1989).
R.N. Loeppky, C.J. Michejda (Eds). Nitrosamines and Related N-Nitroso Compounds: Chemistry and Biochemistry; ACS Symposium series 553; American Chemical Society: Washington, D.C., 1994.
G. Gonzalez-Alatorre, M.S. Guzmán, E. Escamilla-Silva, P.G. Loarca, C.H. Benitez: International Journal of Chemical Kinetics, 36, 273 (2004).
G. Gonzalez-Alatorre, J. Zapiain, P.A. Quintana, G.G. Martinez: International Journal of Chemical Kinetics, 30, 145 (1998).
J. Casado, A.G. Gonzalez, C. Izquierdo, C. Brunner: International Journal of Chemical Kinetics, 28, 307 (1996).
G. Hallett, D.L.H. Williams: Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry, 9, 1372 (1980).
J. Casado, A. Castro, M. Mosquera, P. Rodriguez, T.J. Vazquez: Berichte der Bunsen-Gesellschaft, 87, 1211 (1983).
C. Bravo, P. Herves, E. Iglesias, J. Leis, M.E. Pena: Journal of the Chemical Society, Perkin Transactions, 2, 1969 (1990).
A. Castro, E. Iglesias, J.R. Leis, M.E. Pena, T.J. Vazquez: Journal of the Chemical Society, Perkin Transactions 2, 8, 1165 (1986).
K.A. Connors: Chemical Kinetics. The Study of Reaction Rates in Solution, p. 345. VCH Publishers Inc., New York 1990.
J. Casado, A. Castro, E. Iglesias, M.E. Pena, T.J. Vazquez: Canadian Journal of Chemistry, 64, 133 (1986).
K. Nakanishi, T. Goto, M. Ohashi: Bulletin of the Chemical Society of Japan, 30, 403 (1957).
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González-Alatorre, G., Pérez-Méndez, D., Godínez-García, A. et al. Primary kinetic isotope effect in the nitrosation of 1,3- dialkylureas. React Kinet Catal Lett 96, 5–12 (2009). https://doi.org/10.1007/s11144-009-5398-7
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DOI: https://doi.org/10.1007/s11144-009-5398-7