Abstract
The kinetics of hydrolysis of bis(p-nitrophenyl) methylphosphonate in the presence of primary aliphatic amines in aqueous micellar solutions of cetylpyridinium bromide was studied. The reaction proceedsvia two routes, alkaline hydrolysis and amine-catalyzed hydrolysis according to the general basic catalysis mechanism. The contributions of these routes and the catalytic effect of micelles depend on the hydrophobicity of the amines. The formation of different types of micelles was found, and their characteristic parameters were determined by tensiometry and high-resolution1H NMR spectroscopy with a magnetic field pulse gradient.
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C. A. Bunton, F. Nome, F. Quina, and L. S. Romsted,Acc. Chem. Res., 1991,24, 357.
C. A. Bunton,Adv. Chem. Soc., 1987, 425.
K. Martinek, A. V. Levashov, Yu. L. Khmel'nitskii, and N. L. Klyachko, inFiziko-khimicheskie problemy fermentativnogo kataliza [Physicochemical Problems of Enzymatic Catalysis], Nauka, Moscow, 1984, 18 (in Russian).
A. B. Mirgorodskaya, L. A. Kudryavtseva, and B. E. Ivanov,Izv. Akad. Nauk, Ser. Khim., 1996, 336 [Russ. Chem. Bull., 1996,45, 351 (Engl. Transl.)].
A. B. Mirgorodskaya, L. A. Kudryavtseva, L. Ya. Zakharova, and V. E. Bel'skii,Izv. Akad. Nauk, Ser. Khim., 1998, 1333 [Russ. Chem. Bull., 1998,47, 1297 (Engl. Transl.)].
V. E. Bel'skii, L. A. Kudryavtseva, O. M. Il'ina, and B. E. Ivanov,Zh. Obshch. Khim., 1979,49, 2469 [J. Gen. Chem. USSR, 1979,49 (Engl. Transl.)].
V. D. Fedotov, Yu. F. Zuev, V. P. Archipov, and Z. Sh. Idiyatullin,Appl. Magn. Res., 1996,11, 7.
V. D. Fedotov, Yu. F. Zuev, V. P. Archipov, Z. Sh. Idiyatullin, and N. Garti,Coll. Surf., 1997,128, 39.
V. E. Bel'skii, F. G. Valeeva, and L. A. Kudryavtseva,Izv. Akad. Nauk, Ser. Khim., 1998, 1339 [Russ. Chem. Bull., 1998,47, 1302 (Engl. Transl.)].
R. F. Bakeeva, L. A. Kudryavtseva, V. E. Bel'skii, and B. E. Ivanov,Izv. Akad. Nauk SSSR, Ser. Khim., 1983, 1429 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1983,32, 1297 (Engl. Transl.)].
Poverkhnostno-aktivnye veshchestva. Spravohnik [Surfactants. Handbook], Eds. A. A. Abramzon and G. M. Gaevoi, Khimiya, Leningrad, 1979, 376 (in Russian).
L. Huang and P. Somasundaran,Langmuir, 1996,12, 5790.
B. Lindman, P. Stilbs, and M. E. Moseley,J. Coll. Inter. Sci., 1981,83, 569.
H. N. W. Lekkerkerker and J. K. G. Dhont,J. Chem. Phys., 1984,80, 5790.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya No. 2, pp. 267–272, February, 2000.
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Mirgorodskaya, A.B., Kudryavtseva, L.A., Zuev, Y.F. et al. The influence of hydrophobic amines on hydrolysis of bis(p-nitrophenyl) methylphosphonate in micellar solutions of cetylpyridinium bromide. Russ Chem Bull 49, 270–275 (2000). https://doi.org/10.1007/BF02494670
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DOI: https://doi.org/10.1007/BF02494670