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Catalysis of p-nitrophenyl butyl chloromethylphosphonate hydrolysis by higher amines

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Solutions of partly protonated higher primary amines (≥C6) contain mixed micelles that catalyze the hydrolysis of the ester bonds at the phosphorus through the general basic mechanism. The catalytic rate constants in the micellar phase are only very slightly dependent on the length of the hydrocarbon chain in the amine.

  2. 2.

    At low concentrations, the higher amines form premicellar associates, for which the catalytic activity increases with increasing length of the radical.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Cehmistry, Kazan' Branch, Academy of Sciences of the USSR, USSR

    R. F. Bakeeva, V. A. Bel'skii, L. A. Kudryavtseva, S. B. Fedorov & B. E. Ivanov

Authors
  1. R. F. Bakeeva
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  2. V. A. Bel'skii
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  3. L. A. Kudryavtseva
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  4. S. B. Fedorov
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  5. B. E. Ivanov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1475–1479, July, 1984.

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Bakeeva, R.F., Bel'skii, V.A., Kudryavtseva, L.A. et al. Catalysis of p-nitrophenyl butyl chloromethylphosphonate hydrolysis by higher amines. Russ Chem Bull 33, 1356–1359 (1984). https://doi.org/10.1007/BF00956505

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  • DOI: https://doi.org/10.1007/BF00956505

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