Micellar‐accelerated hydrolysis of organophosphate and thiophosphates by pyridine oximate
Rate constants for the hydrolysis reaction of phosphate (paraoxon) and thiophosphate (parathion, fenitrothion) esters by oximate (pyridinealdoxime 2‐PyOx− and 4‐PyOx−) and its functionalized pyridinium surfactants 4‐(hydroxyimino) methyl)‐1‐alkylpyridinium bromide ions (alkyl = CnH2n+1, n = 10, 12,...
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| Published in | International journal of chemical kinetics Vol. 50; no. 11; pp. 827 - 835 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
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| Abstract | Rate constants for the hydrolysis reaction of phosphate (paraoxon) and thiophosphate (parathion, fenitrothion) esters by oximate (pyridinealdoxime 2‐PyOx− and 4‐PyOx−) and its functionalized pyridinium surfactants 4‐(hydroxyimino) methyl)‐1‐alkylpyridinium bromide ions (alkyl = CnH2n+1, n = 10, 12, 14, 16) have been measured kinetically at pH 9.5 and 27°C in micellar media of cationic surfactants cetyltrimethylammonium bromide (CTAB) and cetylpyridinium bromide (CPB). Acid dissociation constant, pKa, of oximes has also been determined by spectrophotometric, kinetic, and potentiometric methods. The rate acceleration effects of cationic micelles have been explored. Cationic micelles of the pyridinium head group (CPB) showed a large catalytic effect than the ammonium head group (CTAB). The effects of pH, oximate concentration, and surfactants have been discussed. |
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| AbstractList | Rate constants for the hydrolysis reaction of phosphate (paraoxon) and thiophosphate (parathion, fenitrothion) esters by oximate (pyridinealdoxime 2‐PyOx− and 4‐PyOx−) and its functionalized pyridinium surfactants 4‐(hydroxyimino) methyl)‐1‐alkylpyridinium bromide ions (alkyl = CnH2n+1, n = 10, 12, 14, 16) have been measured kinetically at pH 9.5 and 27°C in micellar media of cationic surfactants cetyltrimethylammonium bromide (CTAB) and cetylpyridinium bromide (CPB). Acid dissociation constant, pKa, of oximes has also been determined by spectrophotometric, kinetic, and potentiometric methods. The rate acceleration effects of cationic micelles have been explored. Cationic micelles of the pyridinium head group (CPB) showed a large catalytic effect than the ammonium head group (CTAB). The effects of pH, oximate concentration, and surfactants have been discussed. Rate constants for the hydrolysis reaction of phosphate (paraoxon) and thiophosphate (parathion, fenitrothion) esters by oximate (pyridinealdoxime 2‐PyOx− and 4‐PyOx−) and its functionalized pyridinium surfactants 4‐(hydroxyimino) methyl)‐1‐alkylpyridinium bromide ions (alkyl = CnH2n+1, n = 10, 12, 14, 16) have been measured kinetically at pH 9.5 and 27°C in micellar media of cationic surfactants cetyltrimethylammonium bromide (CTAB) and cetylpyridinium bromide (CPB). Acid dissociation constant, pKa, of oximes has also been determined by spectrophotometric, kinetic, and potentiometric methods. The rate acceleration effects of cationic micelles have been explored. Cationic micelles of the pyridinium head group (CPB) showed a large catalytic effect than the ammonium head group (CTAB). The effects of pH, oximate concentration, and surfactants have been discussed. Abstract Rate constants for the hydrolysis reaction of phosphate (paraoxon) and thiophosphate (parathion, fenitrothion) esters by oximate (pyridinealdoxime 2‐PyOx − and 4‐PyOx − ) and its functionalized pyridinium surfactants 4‐(hydroxyimino) methyl)‐1‐alkylpyridinium bromide ions (alkyl = C n H 2 n +1 , n = 10, 12, 14, 16) have been measured kinetically at pH 9.5 and 27°C in micellar media of cationic surfactants cetyltrimethylammonium bromide (CTAB) and cetylpyridinium bromide (CPB). Acid dissociation constant, p K a , of oximes has also been determined by spectrophotometric, kinetic, and potentiometric methods. The rate acceleration effects of cationic micelles have been explored. Cationic micelles of the pyridinium head group (CPB) showed a large catalytic effect than the ammonium head group (CTAB). The effects of pH, oximate concentration, and surfactants have been discussed. |
| Author | Kandpal, Neha Satnami, Manmohan L. Nagwanshi, Rekha Dewangan, Hitesh K. Ghosh, Kallol K. |
| Author_xml | – sequence: 1 givenname: Neha surname: Kandpal fullname: Kandpal, Neha organization: Pt. Ravishankar Shukla University – sequence: 2 givenname: Hitesh K. surname: Dewangan fullname: Dewangan, Hitesh K. organization: Pt. Ravishankar Shukla University – sequence: 3 givenname: Rekha surname: Nagwanshi fullname: Nagwanshi, Rekha organization: Govt. Madhav Science P. G. College – sequence: 4 givenname: Kallol K. surname: Ghosh fullname: Ghosh, Kallol K. organization: Pt. Ravishankar Shukla University – sequence: 5 givenname: Manmohan L. orcidid: 0000-0002-8692-7506 surname: Satnami fullname: Satnami, Manmohan L. email: manmohanchem@gmail.com organization: Pt. Ravishankar Shukla University |
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| CitedBy_id | crossref_primary_10_1016_j_ijbiomac_2023_128578 crossref_primary_10_1002_kin_21647 crossref_primary_10_1016_j_jece_2020_104000 crossref_primary_10_3390_nano11010224 crossref_primary_10_1016_j_carbpol_2024_121984 crossref_primary_10_1134_S1070363224020142 |
| Cites_doi | 10.1016/j.etap.2004.12.048 10.1021/j100280a076 10.1135/cccc19950883 10.1016/S0927-7757(98)00652-9 10.1135/cccc20080127 10.1023/A:1012487415041 10.1002/poc.1635 10.1021/j100208a040 10.1007/s11743-010-1234-3 10.1016/j.ccr.2009.03.015 10.1016/0166-6622(89)80291-4 10.2174/2213337202666150713174927 10.1007/s11237-008-9044-7 10.1016/j.ccr.2008.11.019 10.1016/j.snb.2018.03.181 10.1021/jp1066549 10.1039/a805545i 10.1016/j.ccr.2009.01.016 10.1023/A:1021655813700 10.1016/j.cis.2008.08.001 10.1021/jo961570d 10.1021/cr100193y 10.1016/S1381-1169(01)00178-9 10.1021/acssuschemeng.6b01878 10.1134/S1070428012050041 10.1039/cc9960000221 10.1021/ar2002864 10.1002/jat.1561 10.5507/bp.2005.008 10.1021/cr300020c 10.1007/s00204-013-1136-z 10.1002/jps.21506 10.1021/jm070653r 10.1135/cccc20061642 |
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| SubjectTerms | Catalysis cationic micelles Cations Cetyltrimethylammonium bromide Esters functionalized surfactants Hydrolysis Micelles Organophosphates oximate Oximes phosphate esters Rate constants Spectrophotometry Surfactants |
| Title | Micellar‐accelerated hydrolysis of organophosphate and thiophosphates by pyridine oximate |
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